bluuebunny/crossref_metadata_2025 huggingface dataset:
“Clickable” Hydrosoluble PEGylated Cryptophane as a Universal Platform for 129Xe Magnetic Resonance Imaging Biosensors
Authors: Delacour Léa , Kotera Naoko , Traoré Ténin , Garcia‐Argote Sébastien , Puente Céline , Leteurtre François , Gravel Edmond , Tassali Nawal , Boutin Céline , Léonce Estelle , Boulard Yves , Berthault Patrick , Rousseau Bernard
Published: March 2013

We describe the synthesis of a highly water‐soluble cryptophane 1 that can be seen as a universal platform for the construction of 129Xe magnetic resonance imaging (MRI)‐based biosensors. Compound 1 is easily functionalized by Huisgen cycloaddition and exhibits excellent xenon‐encapsulation properties. In addition, 1 is nontoxic at the concentrations typically used for hyperpolarized 129Xe MRI.
ChemInform Abstract: Ba1.01Sr0.99P2O7: A Novel Ba2+ Site Revealed by X‐Ray Diffraction.
Authors: Edhokkar Fadhila , Hadrich Ahmed , Graia Mohsen , Mhiri Tahar
Published: March 2013

Single crystals of the title compound are prepared by solid state reaction of Ba(NO3)2, SrCO3, and P2O5 in a molar ratio of 3:4:12 (723 and 1323 k for 24 h each).
ChemInform Abstract: Synthesis and Characterization of Vanadium‐Doped LiMnPO4‐Compounds: LiMn(PO4)x(VO4)1‐x (0.8 ≤ x 1.0).
Authors: Clemens Oliver , Bauer Matthias , Haberkorn Robert , Springborg Michael , Beck Horst Philipp
Published: March 2013

The title compounds are prepared by reacting ball milled stoichiometric mixtures of LiMnPO4 and LiMnVO4 twice at 850 °C under flowing Ar.
ChemInform Abstract: New Syntheses and Structural Characterization of NH3BH2Cl and (BH2NH2)3 and Thermal Decomposition Behavior of NH3BH2Cl.
Authors: Lingam Hima K. , Wang Cong , Gallucci Judith C. , Chen Xuenian , Shore Sheldon G.
Published: March 2013

The crystal structures of (II) and (III) are determined by single crystal XRD.
ChemInform Abstract: Synthesis, Crystal and Electronic Structures of the New Zintl Phases Ba3Al3Pn5 (Pn: P, As) and Ba3Ga3P5.
Authors: He Hua , Tyson Chauntae , Saito Maia , Bobev Svilen
Published: March 2013

The title compounds are prepared from the elements using molten Pb as flux for Ba3Ga3P5 or excess Al as flux for Ba3Al3P5 and Ba3Al3As5 (960 °C, 20—40 h).
ChemInform Abstract: Solvothermal Synthesis of One‐Dimensional Chalcogenides Containing Group 13 Elements.
Authors: Ewing Sarah J. , Romero M. Lucia , Hutchinson Jack , Powell Anthony V. , Vaqueiro Paz
Published: March 2013

[H2dach][GaS2]2, [H2dach][Ga2Se3(Se2)], and [H2dach] [Ga2‐xInxSe3(Se2)] (0 < x < 2) are solvothermally synthesized using gallium, indium, sulfur, selenium, and trans‐1,4‐diaminocyclohexane (dach) as starting materials, and 1,2‐diaminocyclohexane, MeOH, and water as solvents (autoclave, 170 °C, 10 d).
ChemInform Abstract: Syntheses, Characterization, and Optical Properties of Ternary Ba—Sn—S System Compounds: Acentric Ba7Sn5S15, Centric BaSn2S5, and Centric Ba6Sn7S20.
Authors: Luo Zhong‐Zhen , Lin Chen‐Sheng , Cheng Wen‐Dan , Zhang Hao , Zhang Wei‐Long , He Zhang‐Zhen
Published: March 2013

Single crystals of the new title compounds are prepared by solid state reaction of stoichiometric mixtures of BaS, Sn, and S (graphite crucible in an evacuated silica tube, 973—1073 K, 30 h).
ChemInform Abstract: Ba2An(S2)2S2 (An: U, Th): Syntheses, Structures, Optical and Electronic Properties.
Authors: Mesbah Adel , Ring Emilie , Lebegue Sebastien , Van Duyne Richard P. , Ibers James A.
Published: March 2013

The title compounds are synthesized by reactions of U or Th with BaS and S (1273 K for 4 h and 1223 K for 8 d; 20 wt.% yield for the U compound, 1173 K for 4 d, 50 wt.% yield for the Th compound).
ChemInform Abstract: Unprecedented Dawson Isomerism Induced by a Central [WO5] and Four 45°‐Rotated Belt Square Pyramids.
Authors: Xu Xin , Dong Huan‐Li , Sang Rui‐Li , Xu Li
Published: March 2013

Green crystals of [NH4]10 [W18Cu(H2O)O60] are prepared from (NH4)6H6 [H3(WO4)6] and Cu(OAc)2 dissolved in a DMF/MeCN/H2O (5:4:3) mixture (pH 2.0 adjusted with 35% aq.
ChemInform Abstract: An Organic—Inorganic Hybrid 1‐D Double‐Chain Copper—Yttrium Heterometallic Silicotungstate [Cu(dap)2(H2O)]2{Cu(dap)2 [α‐H2SiW11O39Y (H2O)2]2}·10H2O.
Authors: Luo Jie , Zhao Junwei , Yuan Jing , Li Yanzhou , Chen Lijuan , Ma Pengtao , Wang Jingping , Niu Jingyang
Published: March 2013

The title compound (dap: 1,2‐diaminopropane) is synthesized by hydrothermal reaction of Na10[A‐α‐SiW9O34], CuCl2, YCl3, dap, and HCl in aqueous solution (autoclave, 160 °C, 5 d, 24% yield).
ChemInform Abstract: Pd(II)‐Catalyzed Cycloisomerization of γ‐Alkynoic Acids and One‐Pot Tandem Cycloisomerization/CuAAC Reactions in Water.
Authors: Garcia‐Alvarez Joaquin , Diez Josefina , Vidal Cristian
Published: March 2013

A new water‐ and air‐stable catalytic system for the cycloisomerization of γ‐alkynoic acids in aqueous media is designed furnishing exclusively five‐membered enol lactones.
ChemInform Abstract: Chiral Ionic Broensted Acid—Achiral Broensted Base Synergistic Catalysis for Asymmetric Sulfa‐Michael Addition to Nitroolefins.
Authors: Uraguchi Daisuke , Kinoshita Natsuko , Nakashima Daisuke , Ooi Takashi
Published: March 2013

The present new method is applicable to both aromatic and aliphatic nitroolefins giving the desired addition products with excellent enantioselectivities.
ChemInform Abstract: Copper‐Catalyzed Decarboxylative C—N Coupling for N‐Arylation.
Authors: Zhang Yun , Patel Sejal , Mainolfi Nello
Published: March 2013

First time aryl carboxylic acids are used as stable, inexpensive and widely available arylating reagents.
ChemInform Abstract: Methylation Using Dimethylcarbonate Catalyzed by Ionic Liquids under Continuous Flow Conditions.
Authors: Glasnov Toma N. , Holbrey John D. , Kappe C. Oliver , Seddon Kenneth R. , Yan Ting
Published: March 2013

An efficient continuous flow process is elaborated for the methylation of indoles (I), phenols (IV), thiophenols (VI), and carboxylic acids (VIII) using in situ generated tributylmethylammonium methylcarbonate as a catalyst.
ChemInform Abstract: Room‐Temperature Suzuki—Miyaura Coupling of Heteroaryl Chlorides and Tosylates.
Authors: Yang Junfeng , Liu Sijia , Zheng Jian‐Feng , Zhou Jianrong
Published: March 2013

A general protocol for the Suzuki coupling of both heteroaryl chlorides and tosylates with both aryl and heteroarylboronic acids as reaction partners is developed.
ChemInform Abstract: Catalytic and Structural Studies of Hoveyda—Grubbs Type Pre‐Catalysts Bearing Modified Ether Ligands.
Authors: Cazin Catherine S. J. , et al. et al.
Published: March 2013

The described pre‐catalyst can be used with di‐ and trisubstituted dienes in ring‐closing metathesis reactions achieving high yields.
ChemInform Abstract: Silver‐Assisted Difunctionalization of Terminal Alkynes: Highly Regio‐ and Stereoselective Synthesis of Bromofluoroalkenes.
Authors: Li Yibiao , Liu Xiaohang , Ma Deyun , Liu Bifu , Jiang Huanfeng
Published: March 2013

This method has a high Z/E selectivity (95:5, unless otherwise noted) and uses mild conditions.
ChemInform Abstract: Synthesis of Perfluoroalkyl‐Substituted γ‐Lactones and 4,5‐Dihydropyridazin‐3(2H)‐ones via Donor—Acceptor Cyclopropanes.
Authors: Gladow Daniel , Reissig Hans‐Ulrich
Published: March 2013

Rhodium‐catalyzed reaction of silyl enol ethers of type (I) with diazo esters (II) afford cyclopropanecarboxylates of type (III).
ChemInform Abstract: Synthesis of β‐Amino Ketones Containing Organosilicon Groups: Catalytic Enantioselective Three‐Component Mannich‐Type Reaction.
Authors: Safa Kazem D. , Abolfathi Mahtab , Ghorbanpour Khatereh
Published: March 2013

With cyclic ketones (I) or (V), the process affords mixtures of diastereomers where the anti‐isomer is always formed as main component.
ChemInform Abstract: Synthesis of Aryl Nitriles Using the Stable Aryl Diazonium Silica Sulfates.
Authors: Habibi Davood , Heydari Somayyeh , Nasrollahzadeh Mahmoud
Published: March 2013

A Sandmeyer‐type synthesis allows the preparation of the title compounds.
ChemInform Abstract: The Thiolate‐Catalyzed Intermolecular Crossed Tishchenko Reaction: Highly Chemoselective Coupling of Two Different Aromatic Aldehydes.
Authors: Curran Simon P. , Connon Stephen J.
Published: March 2013

ortho Substituents act as directing groups in the process.
ChemInform Abstract: Synthesis of Sulfonamides and Sulfonic Esters via Reaction of Amines and Phenols with Thiols Using H2O2—POCl3 System.
Authors: Bahrami Kiumars , Khodaei Mohammad M. , Abbasi Jamshid
Published: March 2013

A highly selective, simple, mild, fast, and clean synthesis of the title compounds is reported by using a commercially available inexpensive catalyst.
ChemInform Abstract: Bi(III)‐Catalyzed C—S Cross‐Coupling Reaction.
Authors: Malik Payal , Chakraborty Debashis
Published: March 2013

A simple and efficient method for the title reaction is described tolerating electron‐withdrawing and electron‐donating functional groups.
ChemInform Abstract: Trimethylsilyl Chloride Promoted Synthesis of α‐Branched Amines by Nucleophilic Addition of Organozinc Halides to Nitrones.
Authors: Fu Ying , Liu Yanhua , Chen Yaojuan , Huegel Helmut M. , Wang Minzhu , Huang Danfeng , Hu Yulai
Published: March 2013

The present new method proceeds in the presence of trimethylsilyl chloride which acts as an essential reaction promoter and a protection reagent for the sensitive N‐hydroxylamine group.
ChemInform Abstract: A Novel Imidazolium‐Supported Palladium—Chloroglycine Complex: Copper‐ and Solvent‐Free High‐Turnover Catalysts for the Sonogashira Coupling Reaction.
Authors: Karthikeyan Parasuraman , Muskawar Prashant Narayan , Aswar Sachin Arunrao , Bhagat Pundlik Rambhau , Sythana Suresh Kumar
Published: March 2013

For the first time the title catalyst is successfully applied to the Sonogashira coupling reaction without the use of an organic co‐solvent.
ChemInform Abstract: Green Synthesis of Thiophenyl‐1,4‐naphthoquinones.
Authors: Kanodia Saraswati , Thapliyal Prakash Chander
Published: March 2013

The protocol relies on adsorption of the educts to neutral alumina prior to the addition of thiophenol.
ChemInform Abstract: Highly Diastereoselective Synthesis of Atropisomeric Bridged P,N‐Ligands and Their Applications in Asymmetric Suzuki—Miyaura Coupling Reaction.
Authors: Qiu Liqin , et al. et al.
Published: March 2013

Electron‐withdrawing groups in the boronic acids lead to diminished the yields and enantioselectivities.
ChemInform Abstract: Microwave‐Promoted Suzuki—Miyaura Cross‐Coupling of Aryl Imidazolylsulfonates in Water.
Authors: Civicos Jose F. , Alonso Diego A. , Najera Carmen
Published: March 2013

This is a phosphane‐free Suzuki reaction which uses hexadecyltrimethylammonium bromide as an additive.
ChemInform Abstract: Facile Access to 2,5‐Disubstituted‐4‐chloromethyl‐3‐iodofuran Derivatives via ICI‐Mediated Cyclization of 1‐Alkyl‐2‐alkynylallylic Alcohols.
Authors: Thongsornkleeb Charnsak , Rabten Wangchuk , Bunrit Anon , Tummatorn Jumreang , Ruchirawat Somsak
Published: March 2013

The electrophilic agent I—Cl induces rapid cyclization of secondary enynyl alcohols (I) into dihalofurans (II).
ChemInform Abstract: Highly Enantioselective Alkenylation of Cyclic α,β‐Unsaturated Carbonyl Compounds as Catalyzed by a Rhodium—Diene Complex: Application to the Synthesis of (S)‐Pregabalin and (‐)‐α‐Kainic Acid.
Authors: Yu Hong‐Jie , Shao Cheng , Cui Zhe , Feng Chen‐Guo , Lin Guo‐Qiang
Published: March 2013

In the case of oxygen containing substrates (VII) a change of a base and solvent is required.
ChemInform Abstract: Anion‐Induced Enantioselective Cyclization of Diynamides to Pyrrolidines Catalyzed by Cationic Gold Complexes.
Authors: Mourad Asmaa Kamal , Leutzow Juliane , Czekelius Constantin
Published: March 2013

A new method is presented which affords optically active methylene pyrrolidines via cycloisomerization of 1,4‐diynamides under optimized conditions.
ChemInform Abstract: A Novel Route for the Synthesis of 3‐(Pyrrol‐1‐yl)‐indolin‐2‐ones.
Authors: Sarkar Swarbhanu , Saha Bidula , Naskar Subhendu
Published: March 2013

A high‐yielding environmentally benign protocol for the synthesis of title compounds (III) using a Lewis acid surfactant catalyst which is crucial for a successful transformation.
ChemInform Abstract: Regioselective Friedel—Crafts Acylation of Indoles Catalyzed by Zinc Oxide in an Ionic Liquid.
Authors: Zhang Li‐Rong , Yi Feng‐Fing , Zou Jian‐Zhong , Zhang Xuan , Wang Zhen
Published: March 2013

The functionalization of (I) occurs regioselectively at the C‐3 position to produce various indole structures of pharmaceutical interest.
ChemInform Abstract: A New and Efficient Domino Strategy to Indole Derivatives Synthesis and Its C3‐Bisfunctionalization.
Authors: Xue Li‐Yuan , Jiang Bo , Tu Man‐Su , Tu Shu‐Jiang
Published: March 2013

The construction of C3‐difunctionalized indoles (III) is readily achieved through metal‐free ring opening of alloxan monohydrate (II) with enaminones (I).
ChemInform Abstract: Highly Substituted Pyrazoles and Pyridazines by MIRC Reactions of Hydrazone Anions and Nitrobutadienic Fragments.
Authors: Bianchi Lara , Carloni‐Garaventa Alessandro , Maccagno Massimo , Petrillo Giovanni , Scapolla Carlo , Tavani Cinzia
Published: March 2013

Different approaches are investigated to the pharmaceutically interesting heterocyclic systems.
ChemInform Abstract: Synthesis and Biological Evaluation of Novel Pyrazole Derivatives as Antibacterial Agents.
Authors: Daemi Fariba , Allameh Sadegh , Pordel Mehdi
Published: March 2013

Concerning the antibacterial activity against MRSA, derivatives (VIc) and (VIe) display promising potency in the range of cephalexin, cloxacillin, and erythromycin.
ChemInform Abstract: π‐Annulation Reactions of 4‐Thiazolidinone Enaminones in the Synthesis of Fused Bi‐ and Tri‐Cyclic Compounds.
Authors: Bondzic Bojan P. , Dzambaski Zdravko , Bondzic Aleksandra M. , Markovic Rade
Published: March 2013

An easy and efficient route for the synthesis of various bi‐and tricyclic thiazolidines is developed using π‐annulation reactions as the key step.
ChemInform Abstract: Synthesis of 2,3‐Dihydro‐4‐pyranones from Epoxides via Intermolecular [4 + 2] Cycloaddition Reaction.
Authors: Indukuri Kiran , Bondalapati Somasekhar , Sultana Sabera , Saikia Anil Kumar
Published: March 2013

The title reaction can be applied to various epoxides and cyclobutanones.
ChemInform Abstract: Practical Pd/C‐Catalyzed Suzuki—Miyaura Reactions for the Preparation of 3‐Aryl‐4‐oxypyridin‐2(1H)‐ones, 3‐Aryl‐2,4‐oxypyridines and 3‐Aryl‐2,4‐oxyquinolines as Useful Intermediates for the Synthesis of Biologically Active Compounds.
Authors: Lamblin Marc , Bares Hugo , Dessolin Jean , Marty Christel , Bourgougnon Nathalie , Felpin Francoise‐Xavier
Published: March 2013

The reaction products can be further transformed into antiviral nucleosides.
ChemInform Abstract: Pyridines and Pyridine Derivatives from Vinyl Allenes and Imines.
Authors: Regas David , Afonso Maria M. , Palenzuela J. Antonio
Published: March 2013

Lewis acid mediated reaction of acyclic vinyl allenes and imines gives tetrahydropyridines with complete diastereoselectivity.
ChemInform Abstract: Spiroazetidine—Piperidine Bromoindan as a Key Modular Template to Access a Variety of Compounds via C—C and C—N Bond‐Forming Reactions.
Authors: Orr Suvi T. M. , et al. et al.
Published: March 2013

In connection with a research concerning novel ghrelin inverse agonists, the use of (I) in several Pd‐catalyzed coupling reactions is examined.
ChemInform Abstract: Ag(I)‐Catalyzed Aminofluorination of Alkynes: Efficient Synthesis of 4‐Fluoroisoquinolines and 4‐Fluoropyrrolo[α]isoquinolines.
Authors: Xu Tao , Liu Guosheng
Published: March 2013

Related compounds such as (IV), (VI), and (XII) are also available.
ChemInform Abstract: Modular Synthesis of Phenanthridine Derivatives by Oxidative Cyclization of 2‐Isocyanobiphenyls with Organoboron Reagents.
Authors: Tobisu Mamoru , Koh Keika , Furukawa Takayuki , Chatani Naoto
Published: March 2013

The reaction involves a homolytic aromatic substitution by aryl or alkyl radicals, generated from boronic acids and manganese salt.
ChemInform Abstract: Selective Palladium‐Catalyzed Direct Arylation of Furo[3,2‐b]pyridines.
Authors: Carrer Amandine , Rousselle Patricia , Florent Jean‐Claude , Bertounesque Emmanuel
Published: March 2013

This describes the two‐step diarylation of furo[3,2‐b]pyridines in positions 3 and 7.
ChemInform Abstract: Point‐to‐Helical Chirality Transfer for a Scalable and Resolution‐Free Synthesis of a Helicenoidal DMAP Organocatalyst (III).
Authors: Crittall Matthew R. , Fairhurst Nathan W. G. , Carbery David R.
Published: March 2013

via a diastereoselective Rh‐catalyzed triyne cycloisomerization
ChemInform Abstract: Solvent and Substituent Effects on the Electronic Spectra of 3‐Arylazo‐imidazo[1,2‐b]pyrazolo[4,3‐d]pyridazines.
Authors: Shawali Ahmad S. , Farghaly Thoraya A. , Nawar Tarek M. S.
Published: March 2013

The solvatochromic and substituent effects on the absorption spectra of azo dyes (III) are interpreted by correlation of absorption frequencies with Kamlet—Taft and Hammet equations, respectively.
ChemInform Abstract: Synthesis and Antimicrobial Activity Studies of Certain Pyrimidinyl Oxadiazolo Azetidinones.
Authors: George Sonia , Sabitha R. , Govindhammal V. , Ravi T. K.
Published: March 2013

The antibacterial screening reveals that compounds (VIIIb), (VIIId) and (VIIIe) show good activities against M.lutues and P.aeruginosa.
ChemInform Abstract: Synthesis, Antimicrobial and Antioxidant Activities of Some Indole Analogues Containing Naphthyridine and Pyrimidonaphthyridine Systems.
Authors: Saudane Anand R. , Prabhaker Walmik
Published: March 2013

A variety of the title naphthyridine derivatives (V) are synthesized and transformed into pyrimidonaphthyridine systems (VII), (IX), (XI) via reactions with formic acid, carbon disulfide and formamide, respectively.
ChemInform Abstract: Synthesis of Functionalized Benzimidazoles and Quinoxalines Catalyzed by Sodium Hexafluorophosphate Bound Amberlite Resin in Aqueous Medium.
Authors: Ghosh Pranab , Mandal Amitava
Published: March 2013

Resin‐bound hexafluorophosphate is found to be a greener and more efficient catalyst for the title reaction than NaPF6 itself.
ChemInform Abstract: Synthesis of Azepine Derivatives by Rhodium‐Catalyzed Tandem 2,3‐Rearrangement/Heterocyclization.
Authors: Nakamura Itaru , Okamoto Masashi , Sato Yoshinori , Terada Masahiro
Published: March 2013

Optimized conditions are developed for the reaction of (Z)‐ or (E)‐O‐propargylic cyclopropylcarbaldoximes (I) or (III) to furnish the desired azepine oxides with exclusive (Z) configuration at the alkylidene site.
ChemInform Abstract: A Facile Synthesis of 3,5,7‐Trisubstituted‐4H‐[1,2]diazepines by Microwave Irradiation.
Authors: Manih Rudolf Manton , Myrboh Bekington
Published: March 2013

A simple and convenient method for the synthesis of the title diazepines (IV) (16 examples) is developed using a microwave‐assisted condensation of α,β‐unsaturated 1,5‐diketones (III) with hydrazine derivatives.
ChemInform Abstract: Behavior of β‐Keto‐δ‐carbethoxyphosphonates and Phosphine Oxides in the Biginelli Multicomponent Reaction: Regioselective Synthesis of 5‐Carbethoxy‐6‐phosphonomethyl‐3,4‐dihydropyrimidin‐2‐ones.
Authors: Chebil Emna , Touil Soufiane
Published: March 2013

The title compounds are efficiently and regioselectively obtained in an efficient one‐pot three‐component Biginelli‐type condensation of phosphine oxides (I) with aldehydes (II) and urea (III) using AcOH as catalyst.
ChemInform Abstract: Conversion of Two Eremophilane Glucosides from Pittocaulon praecox into Eremophilanolides.
Authors: Arcinegas Amira , Maldonado Jhon Ironzi , Perez‐Castorena Ana‐L. , Romo de Vivar Alfonso
Published: March 2013

Acid treatment of eremophilanes (I), (V) leads to eremophilanoids (II), (III), an aldehyde (IV), the intramolecular addition product (VI), and the water addition products (VII) and (VIII).
ChemInform Abstract: An Expedient Approach to the Total Synthesis of (+)‐5‐epi‐Eudesm‐4(15)‐ene‐1β,6β‐diol.
Authors: Parthasarathy Gowrisankar , Besnard Celine , Kuendig E. Peter
Published: March 2013

The title compound (V) is synthesized via an Ireland—Claisen rearrangement of glycolate ester (I) and an intramolecular nitrile oxide cycloaddition [→ (IV)] as key steps.
ChemInform Abstract: Tormentic Acid Derivatives: Synthesis and Apoptotic Activity.
Authors: Csuk Rene , Siewert Bianka , Dressel Christian , Schaefer Renate
Published: March 2013

Several tormentic acid derivatives are prepared and tested for their antitumor activity.
ChemInform Abstract: Triterpene Constituents and Antibacterial Activity of the Stems of Reissantia grahamii.
Authors: Patra Amarendra , Ghosh Sumana , Bandyopadhyay Sajal Kumar , Bag Prasanta Kumar , Bhowmik Poulami , Sukumar Ethirajan
Published: March 2013

New triterpenoid (I), named reissantiadiol, is isolated among known compounds from the stems of reissantia grahamii.
ChemInform Abstract: Synthesis and in vitro Antitumor Screening of 2‐(β‐D‐xylofuranosyl)thiazole‐4‐carboxamide and Two Novel Tiazofurin Analogues with Substituted Tetrahydrofurodioxol Moiety as a Sugar Mimic.
Authors: Popsavin Mirjana , Spaic Sasa , Svircev Milos , Kojic Vesna , Bogdanovic Gordana , Popsavin Velimir
Published: March 2013

The known thiazofurin stereoisomer (VII) and two new thiazofurin analogues (XI) and (XII) are synthesized and evaluated for their in vitro antitumor activity.
ChemInform Abstract: Catalysis by Metallic Colloids
Authors: Toshima Naoki , Shiraishi Yukihide
Published: March 2013

Review: 43 refs.
ChemInform Abstract: Electrocatalysis of Inorganic Reactions: Bimetallic Surfaces
Authors: Schmidt Thomas J. , Markovic Nenad M.
Published: March 2013

Review: 103 refs.
ChemInform Abstract: Catalytic Activity of Layered Double Hydroxides or Hydrotalcite‐Type Anionic Clays
Authors: Vaccari Angelo , Basile Francesco , Fornasari Giuseppe
Published: March 2013

Review: 182 refs.
ChemInform Abstract: Chemistry and Composition of Atmospheric Aerosol Particles
Authors: Kolb Charles E. , Worsnop Douglas R.
Published: March 2013

Review: 78 refs.
ChemInform Abstract: Plasma Technology: An Alternative to Conventional Chemical Processes for Hydrogen Production
Authors: Calzada Maria Dolores
Published: March 2013

Review: 15 refs.
ChemInform Abstract: Gold Nanoparticle Research Before and After the Brust—Schiffrin Method
Authors: Liz‐Marzan Luis M.
Published: March 2013

Review: 17 refs.
ChemInform Abstract: Thin Films of Metals, Metal Chalcogenides and Oxides Deposited at the Water—Oil Interface Using Molecular Precursors
Authors: Thomas P. John , Mbufu Egid , O'Brien Paul
Published: March 2013

Review: 77 refs.
ChemInform Abstract: Metal‐Free Reactions of Alkynes via Electrophilic Iodocarbocyclizations
Authors: Palisse Adeline , Kirsch Stefan F.
Published: March 2013

Review: 39 refs.
ChemInform Abstract: Metal‐Catalyzed Amidation
Authors: Roy Sudipta , Roy Sujata , Gribble Gordon W.
Published: March 2013

Review: 147 refs.
ChemInform Abstract: Antiphospholipid Antibody Profiling — Time for a New Technical Approach?
Authors: Roggenbuck Dirk , Egerer Karl , von Landenberg Philipp , Hiemann Rico , Feist Eugen , Burmester Gerd‐Ruediger , Doerner Thomas
Published: March 2013

Review: 67 refs.
ChemInform Abstract: MRI Contrast Agents: Synthesis, Applications and Perspectives
Authors: Anelli Pier Lucio , Lattuada Luciano , Visigalli Massimo
Published: March 2013

Review: 104 refs.
ChemInform Abstract: Synthesis of Heterocycles via Palladium‐Catalyzed Carbonylations
Authors: Wu Xiao‐Feng , Neumann Helfried , Beller Matthias
Published: March 2013

Review: 477 refs.
ChemInform Abstract: Phosphine Chalcogenides
Authors: Keglevich G.
Published: March 2013

Review: 95 refs.
ChemInform Abstract: Microwave‐Assisted Furan Cycloadditions: Quantum‐Chemical Reactivity Assessment
Authors: Margetic Davor , Bris Anamarija
Published: March 2013

Review: 40 refs.
ChemInform Abstract: 1,3‐Disubstituted Imidazolium Hydroxides: Dry Salts or Wet Carbenes?
Authors: Yuen Alexander K. L. , Masters Anthony F. , Maschmeyer Thomas
Published: March 2013

Review: 83 refs.
ChemInform Abstract: Recent Developments in the Reformatsky—Claisen Rearrangement
Authors: Ishihara Jun , Hatakeyama Susumi
Published: March 2013

Review: 31 refs.
ChemInform Abstract: Surgery at the Molecular Level. Synthesis and Modifications of Open‐Cage Fullerene Derivatives
Authors: Roubelakis Manolis M. , Vougioukalakis Georgios C.
Published: March 2013

Review: 185 refs.
ChemInform Abstract: Recent Progress in Enzymatic Synthesis of Sugar Nucleotides
Authors: Cai Li
Published: March 2013

Review: 105 refs.
ChemInform Abstract: Chemical Synthesis of N‐Aryl Glycosides
Authors: Fosso Marina Y. , Nziko V. P. N. , Chang Cheng‐Wei Tom
Published: March 2013

Review: 88 refs.
ChemInform Abstract: Recent Advances in Phenol Dearomatization and Its Application in Complex Syntheses
Authors: Ding Qiuping , Ye Yang , Fan Renhua
Published: March 2013

Review: ca. 100 refs.
ChemInform Abstract: Ketone‐Based Transition‐Metal‐Catalyzed Carbon—Carbon and Carbon—Hydrogen Bond Activation: Exploratory Studies
Authors: Dong Guangbin
Published: March 2013

Review: ca. 40 refs.
ChemInform Abstract: Self‐Disproportionation of Enantiomers of Chiral, Non‐Racemic Fluoroorganic Compounds: Role of Fluorine as Enabling Element
Authors: Sorochinsky Alexander E. , Acena Jose Luis , Soloshonok Vadim A.
Published: March 2013

Review: ca. 80 refs.
ChemInform Abstract: Synthesis, Structure, and Biological Applications of α‐Fluorinated β‐Amino Acids and Derivatives
Authors: March Taryn L. , Johnston Martin R. , Duggan Peter J. , Gardiner James
Published: March 2013

Review: 133 refs.
ChemInform Abstract: Expanding Structural Diversity; Removable and Manipulable Directing Groups for C—H Activation
Authors: Wang Chengming , Huang Yong
Published: March 2013

Review: 64 refs.
ChemInform Abstract: From Commercial Enzymes to Biocatalysts Designed by Protein Engineering
Authors: Bornscheuer Uwe T.
Published: March 2013

Review: ca. 50 refs.
ChemInform Abstract: Synthesis and Catalysis of Chemically Reduced Metal—Metalloid Amorphous Alloys
Authors: Pei Yan , Zhou Gongbing , Nguyen Luan , Zong Baoning , Qiao Minghua , Tao Franklin
Published: March 2013

Review: 310 refs.
ChemInform Abstract: Mesoporous Carbon with Uniquely Combined Electrochemical and Mass Transport Characteristics for Polymer Electrolyte Membrane Fuel Cells
Authors: Xu J. B. , Zhao T. S.
Published: March 2013

Review: 91 refs.
ChemInform Abstract: Porphyrin Nanoclusters for Sensoring Chemical and Physical Stimuli
Authors: Tsuda Akihiko
Published: March 2013

Review: 80 refs.
ChemInform Abstract: Bimetallic Catalysts for Upgrading of Biomass to Fuels and Chemicals
Authors: Alonso David Martin , Wettstein Stephanie G. , Dumesic James A.
Published: March 2013

Review: 236 refs.
Synthesis of Porous Carbon Monoliths by Using Porous Concrete as Template
Authors: Günther David , Klepel Olaf
Published: March 2013

Über eine templatgestützte Methode wurden hochporöse Kohlenstoffmonolithe unter Verwendung von Porenbeton als Templat hergestellt. Aufgrund der guten mechanischen Bearbeitbarkeit von Porenbeton lassen sich poröse Kohlenstoffmonolithe in vielfältiger Form synthetisieren. Die Porenweitenverteilung der erhaltenen Monolithe erstreckt sich vom Mikro‐ bis zum Makroporenbereich. Derartige Materialien stellen eine vielversprechende Basis für die Entwicklung von technischen Komponenten für den Einsatz in Adsorption oder Katalyse dar.
Chiral Sulfinamide‐Olefin Ligands: Switchable Selectivity in Rhodium‐Catalyzed Asymmetric 1,2‐Addition of Arylboronic Acids to Aliphatic α‐Ketoesters
Authors: Zhu Ting‐Shun , Xu Ming‐Hua
Published: March 2013

Simple and readily available chiral N‐(sulfinyl)allylamines have been developed as efficient novel ligands for the rhodium‐catalyzed enantioselective 1,2‐addition of arylboronic acids to challenging aliphatic α‐ketoesters. By employing the linear or branched sulfinamide‐olefin ligands, interesting enantioselectivity as well as regioselectivity reversal in the related asymmetric additions were observed.
Thyroglobulin measurements in fine‐needle aspiration cytology of lymph nodes for the detection of metastatic papillary thyroid carcinoma
Authors: Li Qing Kay , Nugent Summer L. , Straseski Joely , Cooper David , Riedel Stefan , Askin Frederic B. , Sokoll Lori J.
Published: March 2013

BACKGROUND

Ultrasound‐guided fine‐needle aspiration (US‐FNA) cytology is a commonly used method in the surveillance of suspicious lymph nodes (LNs) in patients with papillary thyroid carcinoma (PTC). The measurement of thyroglobulin (Tg) levels in LNs during FNA has been suggested to improve the diagnosis. In the current study, the use of US‐FNA‐Tg in LNs that were suspicious for metastatic PTC was investigated.

METHODS

A total of 208 cases from the Johns Hopkins Hospital with both US‐guided FNA cytology and US‐FNA‐Tg measurements were included; 60 cases had follow‐up surgeries performed. Tg levels were correlated with cytological and histological diagnoses.

RESULTS

Of 35 cases of cytologically diagnosed metastatic PTC, 34 were confirmed by surgery. The median US‐FNA‐Tg concentration was 4232.7 ng/mL, whereas in 112 benign LNs the median Tg concentration was < 0.2 ng/mL (P < .0001). Receiver operating characteristic analysis (area under the curve, 0.949) demonstrated a sensitivity of 97% and a specificity of 81% at the Tg detection limit (<0.2 ng/mL), whereas cutoff values of 9.6 ng/mL to 100 ng/mL resulted in a sensitivity of 76% and a specificity of 98%. Of 15 cases with a cytological diagnosis of “suspicious for PTC,” 9 cases had markedly elevated Tg levels detected on FNA. Seven of these 9 cases had follow‐up surgeries confirming the diagnosis of PTC. Of 29 cases with a “nondiagnostic” cytology, 7 had markedly elevated Tg levels on FNA, with a median of 1305.5 ng/mL, and were confirmed to be metastatic PTC at surgery.

CONCLUSIONS

US‐FNA‐Tg demonstrated a strong negative predictive value (93%‐99%). It may be particularly useful for difficult cases. However, standardization of the sample collection is still needed to further improve the accuracy of the approach. Cancer (Cancer Cytopathol) 2013;121:440‐8. © 2013 American Cancer Society.
A neutron diffraction study of the phase transition of fully deuterated triglycine sulphate (ND2CD2COOD)3.D2SO4
Authors: Hudspeth J. M. , Goossens D. J. , Gutmann M. J. , Studer A. J.
Published: March 2013

Using neutron single crystal and powder diffraction, the first thorough investigation of the structure of fully deuterated triglycine sulphate, (ND2CD2COOD)3.D2SO4 is presented, including its evolution with T, through its structural phase transition. This includes new precise structural parameters determined at several key temperatures above and below TC using single crystal diffraction, and for the first time a parametric study has been undertaken over a wide temperature range — from 4 to 500 K in 2 K steps. It was found that fully deuterated TGS shows a structure consistent with hydrogenous TGS and partially deuterated TGS. The evolution of several key hydrogen bond lengths suggests that weakening of the H‐bond network with T is crucial in decoupling the polarising glycine molecules from the other glycines and allowing the long‐range ferroelectric order to break down. A new parameterisation of the phase transition is demonstrated. Contrary to results of physical properties measurements, there is no evidence of a second low temperature phase transition in TGS – no low temperature anomalies were observed in the crystal structure.
Mountain pine beetle selectivity in old‐growth ponderosa pine forests, Montana, USA
Authors: Knapp Paul A. , Soulé Peter T. , Maxwell Justin T.
Published: March 2013

A historically unprecedented mountain pine beetle (MPB) outbreak affected western Montana during the past decade. We examined radial growth rates (AD 1860–2007/8) of co‐occurring mature healthy and MPB‐infected ponderosa pine trees collected at two sites (Cabin Gulch and Kitchen Gulch) in western Montana and: (1) compared basal area increment (BAI) values within populations and between sites; (2) used carbon isotope analysis to calculate intrinsic water‐use efficiency (iWUE) at Cabin Gulch; and (3) compared climate‐growth responses using a suite of monthly climatic variables. BAI values within populations and between sites were similar until the last 20–30 years, at which point the visually healthy populations had consistently higher BAI values (22–34%) than the MPB‐infected trees. These results suggest that growth rates two–three decades prior to the current outbreak diverged between our selected populations, with the slower‐growing trees being more vulnerable to beetle infestation. Both samples from Cabin Gulch experienced upward trends in iWUE, with significant regime shifts toward higher iWUE beginning in 1955–59 for the visually healthy trees and 1960–64 for the MPB‐infected trees. Drought tolerance also varied between the two populations with the visually healthy trees having higher growth rates than MPB‐infected trees prior to infection during a multi‐decadal period of drying summertime conditions. Intrinsic water‐use efficiency significantly increased for both populations during the past 150 years, but there were no significant differences between the visually healthy and MPB‐infected chronologies.
Cationic and Neutral (Ar‐BIAN)Copper(I) Complexes Containing Phosphane and Arsane Ancillary Ligands: Synthesis, Molecular Structure and Catalytic Behaviour in Cycloaddition Reactions of Azides and Alkynes
Authors: Li Lidong , Lopes Patrícia S. , Figueira Cláudia A. , Gomes Clara S. B. , Duarte M. Teresa , Rosa Vitor , Fliedel Christophe , Avilés Teresa , Gomes Pedro T.
Published: March 2013

Invited for the cover of this issue are the groups of Pedro T. Gomes (Universidade Técnica de Lisboa) and Teresa Avilés (Universidade Nova de Lisboa). The cover image shows the structure of one of the catalysts against a background of a bridge symbolising the collaboration between the two groups.
New highly robust divinyl benzene/acrylate polymer for immobilization of lipase CALB
Authors: Basso Alessandra , Froment Luc , Hesseler Martin , Serban Simona
Published: March 2013

Candida antartica lipase B (CALB) is the most versatile biocatalyst and is, therefore, widely used in industry. Its advantages range from thermostability, stereoselectivity, and activity in organic solvents to the acceptance of nucleophiles other than water. The actual standard for industrial applications of CALB is the immobilized enzyme on Lewatit VP OC 1600 and is marketed under the name Novozym® 435. A new acrylic enzyme carrier (ECR1030) for the immobilization by adsorption of CALB and for use in batch or column reactors has been developed. The resin shows an activity of >9000 PLU/gDry, which is similar to Novozym® 435. Protein loading was 24.4 mg/gWet, and immobilizations yields higher than 90% were obtained. Unlike the resin used for the production of Novozym® 435, ECR1030 possesses high mechanical stability and is therefore more suitable for applications that expose the polymers to high mechanical stress, such as multiple reuses in stirred reactors.

Practical applications: Immobilized CALB is the biocatalyst used in the widest amount of industrial applications due to its broad selectivity and stability. It can be used for the manufacture of specialty chemicals such as surfactants, amides, chiral amines, alcohols, biodiesel, and polyesters. Its industrial use is in stirred tanks or packed columns, so high mechanical stability is needed together with high activity and sustainable costs.
Formation and Rupture of a Supramolecular Nanocapsule Triggered on–off–on Supramolecular Switch for Zn2+
Authors: Jiang Song , Liu Man , Cui Yanting , Zou Dapeng , Wu Yangjie
Published: March 2013

A novel selective fluorescence probe that contains 2‐p‐phenylimidazo[4,5‐f][1,10]phenanthroline and a viologen unit linked by a flexible chain was synthesized and found to be able to select zinc ions with a clear fluorescence enhancement and a large stokes shift in aqueous solution. This probe can also be designed as an on–off–on molecular switch by the formation and rupture of a supramolecular nanocapsule with cucurbit[8]uril (CB[8]) in aqueous solution.
Synthesis of β‐Lactam‐Tethered Polycyclic Fused Heterocycles through a Rearrangement by a One‐Pot Tandem [3+2] Cycloaddition Reaction
Authors: Rajesh Raju , Raghunathan Raghavachary
Published: March 2013

We have developed a one‐pot synthesis of polycyclic fused heterocyclic derivatives by the [3+2] cycloaddition of Baylis–Hillman adducts (BHA) derived from 4‐oxoazetidine‐2‐carbaldehydes as dipolarophiles. The BHA derived from methyl acrylate reacted with the azomethine ylides generated from sarcosine or proline, and the diketone isatin to give unexpected fused polycyclic pyrrolo/pyrrolizinoquinolinone derivatives. The products contain three rings (lactone, pyrrolidine, and lactam) fused at a single C–C junction. Similar reactions carried out with the BHA derived from acrylonitrile gave only the normal mono‐spiro cycloadducts as expected. The dipolarophiles reacted with azomethine ylides generated from other α‐diketones to give polycyclic fused furanopyrrolidine derivatives. The structures of the new heterocycles were confirmed by spectroscopic techniques and unambiguously proved by single‐crystal X‐ray analysis.
Palladium‐Catalyzed Diorganozinc Conjugate Additions to Enones: Preparative and Computational Studies
Authors: Lorenzo Paula , Aurrecoechea José M. , de Lera Angel R. , Álvarez Rosana
Published: March 2013

The Pd‐catalyzed conjugate addition of diorganozinc reagents to α,β‐unsaturated carbonyl compounds has been applied to a variety of enone substrates, both cyclic and acyclic, encompassing various combinations of aryl and alkyl substitution, in combination with diorganozinc reagents incorporating alkyl (Me, linear and branched) or Ph groups. While both Pd0 and PdII complexes have been found to be competent precatalysts, reaction yields are strongly dependent on the relative amounts of Pd to phosphane ligand. Thus, a 1:1 Pd/P ratio is well tolerated, but going to Pd/P = 1:2 leads to poor conversions and yields. A calculated Pd0‐mediated pathway involving an unusual oxidative addition step with simultaneous transmetalation, followed by reductive elimination, has been found to be compatible with the observed phosphane effect.
Stannylene‐Mediated Regioselective 6‐O‐Glycosylation of Unprotected Phenyl 1‐Thioglycopyranosides
Authors: Maggi Agnese , Madsen Robert
Published: March 2013

A straightforward procedure is described for the synthesis of (1→6)‐linked saccharides by regioselective glycosylation of unprotected glycosyl acceptors. Phenyl 1‐thioglycopyranosides derived from D‐glucose, D‐galactose and D‐mannose were treated with dibutyltin oxide to introduce a stannylene acetal, and then subjected to selective glycosylation at the 6‐position with the Koenigs–Knorr protocol. Peracylated glycosyl bromides of D‐glucose, D‐galactose, D‐mannose and D‐glucosamine were employed as the donors to give the corresponding (1→6)‐linked disaccharides in moderate to good yields. The best results were obtained with glycosyl donors and acceptors derived from D‐glucose and D‐galactose. Fully acylated disaccharide thioglycosides could also serve as glycosyl donors for the regioselective coupling. Brominolysis and subsequent Koenigs–Knorr coupling with the stannylene acetal of phenyl 1‐thio‐β‐D‐glucopyranoside gave rise to the corresponding (1→6)‐linked trisaccharides in moderate yields.
Electrochemically Predicting Phenolic Substrates’ Suitability for Detection by Amperometric Laccase Biosensors
Authors: Fogel Ronen , Limson Janice L.
Published: March 2013

In this article, a rapid, simple method of electrochemically predicting a given phenolic substrate’s ability to be detected via amperometric laccase biosensors is proposed. Ten selected substrates were analysed by cyclic voltammetry and the relevant electrochemical parameters compared to biosensor kinetic parameters produced through amperometric detection of these substrates. The two major findings of this study were that biosensor detection sensitivities were found to correlate to: (1) peak oxidation potential of a substrate at unmodified electrodes and (2) the apparent MichaelisMenten constant, Km, of the biosensor‐substrate system, once corrections accounting for the relative differences in electroreducible product yield are made.
Identification of stromal differentially expressed proteins in the colon carcinoma by quantitative proteomics
Authors: Mu Yibing , Chen Yongheng , Zhang Guiying , Zhan Xianquan , Li Yuanyuan , Liu Ting , Li Guoqing , Li Maoyu , Xiao Zhefeng , Gong Xiaoxiang , Chen Zhuchu
Published: March 2013

Tumor microenvironment plays very important roles in the carcinogenesis. A variety of stromal cells in the microenvironment have been modified to support the unique needs of the malignant state. This study was to discover stromal differentially expressed proteins (DEPs) that were involved in colon carcinoma carcinogenesis. Laser capture microdissection (LCM) was captured and isolated the stromal cells from colon adenocarcinoma (CAC) and non‐neoplastic colon mucosa (NNCM) tissues, respectively. Seventy DEPs were identified between the pooled LCM‐enriched CAC and NNCM stroma samples by iTRAQ‐based quantitative proteomics. Gene Ontology (GO) relationship analysis revealed that DEPs were hierarchically grouped into 10 clusters, and were involved in multiple biological functions that were altered during carcinogenesis, including extracellular matrix organization, cytoskeleton, transport, metabolism, inflammatory response, protein polymerization, and cell motility. Pathway network analysis revealed 6 networks and 56 network eligible proteins with Ingenuity pathway analysis. Four significant networks functioned in digestive system development and its function, inflammatory disease, and developmental disorder. Eight DEPs (DCN, FN1, PKM2, HSP90B1, S100A9, MYH9, TUBB, and YWHAZ) were validated by Western blotting, and four DEPs (DCN, FN1, PKM2, and HSP90B1) were validated by immunohistochemical analysis. It is the first report of stromal DEPs between CAC and NNCM tissues. It will be helpful to recognize the roles of stromas in the colon carcinoma microenvironment, and improve the understanding of carcinogenesis in colon carcinoma. The present data suggest that DCN, FN1, PKM2, HSP90B1, S100A9, MYH9, TUBB, and YWHAZ might be the potential targets for colon cancer prevention and therapy.
EXPLAINING HEALTH CARE EXPENDITURE VARIATION: LARGE‐SAMPLE EVIDENCE USING LINKED SURVEY AND HEALTH ADMINISTRATIVE DATA
Authors: Ellis Randall P. , Fiebig Denzil G. , Johar Meliyanni , Jones Glenn , Savage Elizabeth
Published: March 2013

Explaining individual, regional, and provider variation in health care spending is of enormous value to policymakers but is often hampered by the lack of individual level detail in universal public health systems because budgeted spending is often not attributable to specific individuals. Even rarer is self‐reported survey information that helps explain this variation in large samples. In this paper, we link a cross‐sectional survey of 267 188 Australians age 45 and over to a panel dataset of annual healthcare costs calculated from several years of hospital, medical and pharmaceutical records. We use this data to distinguish between cost variations due to health shocks and those that are intrinsic (fixed) to an individual over three years. We find that high fixed expenditures are positively associated with age, especially older males, poor health, obesity, smoking, cancer, stroke and heart conditions. Being foreign born, speaking a foreign language at home and low income are more strongly associated with higher time‐varying expenditures, suggesting greater exposure to adverse health shocks. Copyright © 2013 John Wiley & Sons, Ltd.
Synthesis of Isoindolo[2,1‐a]quinazoline‐5,11‐dione Derivatives via the Reductive One‐Pot Reaction of N‐Substituted 2‐Nitrobenzamides and 2‐Formylbenzoic Acids
Authors: Mahdavi Mohammad , Najafi Ramin , Saeedi Mina , Alipour Eskandar , Shafiee Abbas , Foroumadi Alireza
Published: March 2013

Various isoindolo[2,1‐a]quinazoline‐5,11‐dione derivatives 3 were synthesized in good yields by means of the reductive reaction of N‐substituted 2‐nitrobenzamides 1 and 2‐formylbenzoic acids 2 in the presence of SnCl2⋅2 H2O under reflux in EtOH (Scheme, Table). The procedure needed two steps, the reduction of the nitro group of the 2‐nitrobenzamide and ring closure by nucleophilic addition of the NH2 group to both the formyl and carboxylic acid CO groups.
Synthesis of PhospholipidRibavirin Conjugates
Authors: Oleynikova Ilona A. , Kulak Tamara I. , Bolibrukh Dmitry A. , Kalinichenko Elena N.
Published: March 2013

New conjugates of antiviral nucleoside Ribavirin (=1‐(β‐D‐ribofuranosyl)‐1H‐1,2,4‐triazole‐3‐carboxamide; 1) with 1,2‐ and 1,3‐diacyl glycerophosphates have been synthesized by the phosphoramidite method. A combination of 2′,3′‐phenylboronate protecting group for the sugar moiety of the ribonucleoside 1 and 2‐cyanoethyl protection for the phosphate fragment ensured the preparation of the desired compounds with reasonable yields via a small number of synthetic steps.
A Novel and Efficient Synthesis of 3‐[(4,5‐Dihydro‐1H‐pyrrol‐3‐yl)carbonyl]‐2H‐chromen‐2‐ones (=3‐[(4,5‐Dihydro‐1H‐pyrrol‐3‐yl)carbonyl]‐2H‐1‐benzopyran‐2‐ones)
Authors: Alizadeh Abdolali , Ghanbaripour Rashid
Published: March 2013

An efficient one‐pot synthesis of 3‐[(4,5‐dihydro‐1H‐pyrrol‐3‐yl)carbonyl]‐2H‐chromen‐2‐one (=3‐[(4,5‐dihydro‐1H‐pyrrol‐3yl)carbonyl]‐2H‐1‐benzopyran‐2‐one) derivatives 4 by a four‐component reaction of a salicylaldehyde 1, 4‐hydroxy‐6‐methyl‐2H‐pyran‐2‐one, a benzylamine 2, and a diaroylacetylene (=1,4‐diarylbut‐2‐yne‐1,4‐dione) 3 in EtOH is reported. This new protocol has the advantages of high yields (Table), and convenient operation. The structures of these coumarin (=2H‐1‐benzopyran‐2‐one) derivatives, which are important compounds in organic chemistry, were confirmed spectroscopically (IR, 1H‐ and 13C‐NMR, and EI‐MS) and by elemental analyses. A plausible mechanism for this reaction is proposed (Scheme 2).
An Efficient One‐Pot Four‐Component Synthesis of Functionalized Imidazo[1,2‐a]pyridines
Authors: Kazemi Movahed Siyavash , Dabiri Minoo , Bazgir Ayoob
Published: March 2013

An efficient one‐pot four‐component protocol for the synthesis of imidazo[1,2‐a]pyridines was developed by condensing ethane‐1,2‐diamine (2), 1,1‐bis(methylthio)‐2‐nitroethene (1), aldehydes 3, and activated methylene compounds in EtOH under reflux conditions (Tables 1–3). The features of this procedure are operational simplicity, good yields of products, in situ preparation of heterocyclic ketene aminals (HKA), and catalyst‐free conditions.
Stereoselective Total Synthesis of Passifloricin A
Authors: Reddy Cheruku Ravindra , Veeranjaneyulu Boyapati , Nagendra Siddavatam , Das Biswanath
Published: March 2013

The stereoselective total synthesis of passifloricin A (1), a naturally occurring dihydropyranone with leishmanicidal and antiprotozoal activities, has been accomplished starting from protected glyceraldehyde using Maruoka asymmetric allylation, diastereoselective iodo‐carbonate cyclization, and Grubbs' olefin metathesis reactions as the key steps.
Organic Stereochemistry. Part 3
Authors: Testa Bernard
Published: March 2013

This review continues a general presentation of the principles of stereochemistry with special reference to medicinal compounds. Here, we discuss further stereogenic elements other than the stereogenic centers presented in Part 2. These are the axis of chirality, the plane of chirality, helicity, and (E,Z)‐diastereoisomerism (stereoisomerism about double bonds). Some of these elements of stereoisomerism are not always well understood, and they raise specific convention issues. Isomerization reactions will also be discussed. As far as possible, the examples we present have biochemical and mainly medicinal relevance; a systematic overview concerning biosystems will be presented in Parts 5–8.