bluuebunny/crossref_metadata_2025_split huggingface dataset:
Synthesis of 1‐substituted 3‐nitroquinolin‐4(1H)‐ones
Authors: Radl Stanislav , Chan Ka‐Kong 
Published: March 2009

AbstractA versatile synthetic method for preparing 1‐substituted 3‐nitroquinolin‐4(1H)‐ones from corresponding 2‐fluoro‐α‐nitroacetophenones is demonstrated by the synthesis of 6,7‐difluoro derivatives 7a‐c. The method involves sequential treatment of the starting nitroacetophenone with triethyl orthoformate and the appropriate amine, followed by a nucleophilic cyclization reaction under mild conditions. The C‐7 fluorine atom of 7 can be displaced by cyclic amines. Substituted 6‐fluoro‐7‐(4‐methyl‐1‐piperazinyl)‐3‐nitroquinolin‐4(1H)‐ones 8a‐c were prepared in this way.
Synthesis, structure and mass spectral fragmentation of a series of substituted furazano[3,4‐b]quinoxaline 1‐oxides and their deoxides
Authors: Gallos John K. , Lianis Pygmalion S. , Rodios Nestor A. 
Published: March 2009

AbstractA series of substituted furazano[3,4‐b]quinoxaline 1‐oxides have been prepared by oxidation of the respective 2,3‐bis(hydroxyimino)‐1,2,3,4‐tetrahydroquinoxalines with nitric acid and their structure was confirmed by means of their nmr spectra. A very rapid equilibrium occurs between their two isomeric N‐oxide forms via the dinitroso equivalent, and the influence of the 6(7)‐substituents on the equilibrium is discussed. These compounds were easily deoxygenated by triphenylphosphine in quantitative yields to the corresponding furazans. The electron impact mass spectra of both of the above series of compounds have also been recorded and their fragmentation pattern is discussed.
Thienoquinolizidinones. Synthesis and rearrangement into new piperidino[1,2‐a][1,3] or [1,4]diazepinones fused to a thiophene ring
Authors: Marchalin Stefan , Decroix Bernard 
Published: March 2009

AbstractA convenient route to thienoquinolizidinones is described starting from ethyl pipecolinate and suitable halogenomethylthiophenes or 3‐chloromethylbenzothiophene. The Schmidt reaction and the Beckmann rearrangement of oximes of these ketones led to piperidino[1,2‐a][1,3] or [1,4]diarepines fused to a thiophene ring.
Crystal structural determination of ring‐chain tautomers of 1,2,3,4‐tetrahydro‐s‐tetrazines
Authors: Boese R. , El‐Abadelah M. M. , Hussein A. Q. , Abushamleh A. S. 
Published: March 2009

Abstract1,2,3,4‐Tetrahydro‐1‐methyl‐3‐(p‐bromophenyl)‐4,6‐diphenyl‐s‐tetrazine (3a), exhibiting “ring ⇋ chain” tautomerism in solutions, exists as the ring tautomer in the solid phase, as proved by X‐ray crystal structure determination. However, the 6‐acetyl analogue 3b acquires the chain form in the crystalline state.
Synthesis of 3‐(N‐alkylamino)acetophenones via a benzyne intermediate
Authors: Albright J. Donald , Lieberman Daniel F. 
Published: March 2009

AbstractReaction of 2‐(2‐bromophenyl)‐2‐methyl‐1,3‐dioxolane with lithium (1,1‐dimethylethyl)amide, lithium (2,2‐dimethylpropyl)amide, lithium (1,1‐dimethylpropyl)amide gave the corresponding N‐(alkyl)‐3‐(2‐methyl‐1,3‐dioxolan‐2‐yl)benzenamines in moderate yields. 1‐[3‐[(1,1‐Dimethylethyl)amino]phenyl]ethanone (4) was prepared in over 80% yield from 2‐(2‐bromophenyl)‐2‐methyl‐1,3‐dioxolane (2).
The preparation of aryl 1‐(2,6‐dimethylphenyl)‐2‐phenyl‐4‐trifluoromethyl‐5‐imidazolyl sulfides and sulfones
Authors: Egolf Roger A. , Bilder Donna M. 
Published: March 2009

AbstractA series of aryl 1‐(2,6‐dimethylphenyl)‐2‐phenyl‐4‐trifluoromethyl‐5‐imidazolyl sulfides was prepared by displacement of fluoride from the 5‐position of 1‐(2,6‐dimethylphenyl)‐2‐phenyl‐4‐trifluoromethyl‐5‐fluoroimidazole by substituted thiophenols and by benzyl mercaptan. This displacement reaction occurs much more slowly than the corresponding previously described reactions of 4‐trifluoromethyl‐5‐fluorothiazoles and ‐oxazoles. Several solvent‐base pairs were examined; the reaction was found to work best when dimethyl sulfoxide was used as the solvent and diazabicycloundecene as the base. The sulfides were oxidized to sulfones by treatment with hydrogen peroxide in acetic acid.
Synthesis and NMR assignment of 1,4‐oxathiino[3,2‐c;5,6‐c']diquinoline
Authors: Pluta Krystian 
Published: March 2009

Abstract1,4‐Oxathiinodiquinoline 3 was obtained in three ways from 1,4‐dithiinodiquinolines 1 and 2 via ring opening‐ring closure reactions with total yield of 19, 46 and 77%. Through‐space interactions between the H‐5quinolinyl atoms and oxygen atom were discussed on the basis of 1H nmr spectrum.
Molecular associations between indolizines and tetracyanoethylene
Authors: Bruni Paolo , Conti Carla , Giorgini Elisabetta , Iacussi Marco , Maurelli Eziana , Tosi Giorgio 
Published: March 2009

AbstractSpectroscopic, thermodynamic and kinetic properties of molecular interactions between indolizines and tetracyanoethylene are reported. The interactions involved in the complexes are weak as evidenced by the low formation constants. The kinetic behaviour indicates the initial formation of a pI‐complex that is rapidly transformed into a σ‐complex and thereafter into the final adduct(s). Apart from the results obtained by other techniques, infrared data clearly evidence vibrational contributes characteristic of the complexes, the tricyanovinyl derivatives and the tetracyanoethylene radical anion.
Synthesis of novel pyridazine acyclonucleosides
Authors: Cho Su‐Dong , Chung Joo‐Wha , Choi Woo‐Yong , Kim Sung‐Kyu , Yoon Yong‐Jin 
Published: March 2009

AbstractSome pyridazine acyclonucleosides containing hydroxymethyl and 4‐hydroxybutyl groups as an alkanol side chain were prepared. Nucleophilic displacement of N1‐alkyl‐4,5‐dichloropyridazin‐6‐ones is discussed.
A convenient synthesis of 3‐alkyl‐2,3‐dihydro‐2,4‐dioxo‐6‐phenyl‐, 3‐alkyl‐2,3‐dihydro‐4‐oxo‐6‐phenyl‐2‐thioxo‐, and 3‐alkyl‐2‐arylimino‐2,3‐dihydro‐4‐oxo‐6‐phenyl‐4H‐1,3‐thiazines
Authors: Kim Sung Hoon , Ra Yong Hoon , Lee Yoon Young , Kim Kyongtae , Kim Joong Hyup 
Published: March 2009

AbstractThe reactions of 1‐alkylamino‐1‐alkylthio‐3‐phenylpropene‐3‐thiones 3 with thiophosgene and phosgene in toluene, followed by treatment of the reaction mixture with triethylamine gave 3‐alkyl‐2,3‐dihydro‐4‐oxo‐6‐phenyl‐2‐thioxo‐ 4, 3‐alkyl‐2,3‐dihydro‐2,4‐dioxo‐6‐phenyl‐4H‐1,3‐thiazines 5, respectively in good to excellent yields. Similarly treatment of compounds 3 with N‐arylimidoyl dichloride in benzene at room temperature gave 3‐alkyl‐2‐arylimino‐2,3‐dihydro‐4‐oxo‐6‐phenyl‐4H‐1,3‐thiazines 6 in excellent yields. The reactions of compounds 3 with oxalyl chloride in toluene gave also 5 in good yields.
Synthesis and spectral properties of 6,7‐dimethoxy‐1‐[(ortho; and para‐R)‐phenyl]‐3,4‐dihydroisoquinoline
Authors: Cortés Eduardo Cortés , Romero Eduardo Cortés , Ramírez Felipe Gutiérrez 
Published: March 2009

AbstractThe preparation of eleven novel 6,7‐dimethoxy‐1‐[(ortho, and para‐R)‐phenyl]‐3,4‐dihydroisoquinolines with possible pharmacological activity is described. The structure of all products was corroborated by ir, 1H‐nmr, 13C‐nmr, and ms.
The utility of the PM3 method for predicting the reactivities of cyanoethenes in diels‐alder reactions with pyrrole
Authors: Jursic Branko S. , Zdravkovski Zoran 
Published: March 2009

AbstractThe reliability of PM3 for predicting the reactivity of cyanoethenes in Diels‐Alder reactions with pyrrole was tested. Using frontier orbital theory it was predicted that the reaction is LUMO dienophile controlled, and the reaction should be facilitated in comparison to cyclopentadiene additions (pyrrole has higher HOMO energy). The transition structures were generated and compared with similar ones generated with both ab initio and PM3 calculations for cyclopentadiene additions: The geometries of the transition structures are similar, although the new CC forming bonds are 2–6% shorter, and the degree of asynchronicity is higher. The prediction of the activation barriers with the PM3 method failed totally. The preferred exo isomer in each case, indicated that the predicted stereoselectivity was incorrect. The prediction of the relative reactivity was also unreliable. Qualitative analyses of similar series of compounds can be obtained by frontier orbital energy correlations. All conclusions were made on the assumption that the reaction is concerted, which does not exclude the possibility that PM3 might be able to predict reliable reaction barriers if some other mechanisms are considered.
A new route to arglecin by metalation and cross coupling of pyrazines. Metalation of diazines. XII
Authors: Turck A. , Plé N. , Dognon D. , Harmoy C. , Quéguiner G. 
Published: March 2009

AbstractThe metalation of dihalogeno and halogenomethoxypyrazines was performed. The resulting pyrazines were submitted to a cross‐coupling reaction with propargyl alcohol followed, after dehydration, by a catalytic reduction. This gives a new route to the synthesis of a key intermediate in the synthesis of arglecin.
Structural aspects of the product from glyoxal and tetrakis(ethoxycarbonylamino)ethane
Authors: Crist Delanson R. , Li Chung‐Hua , Hammer Charles F. , Nelson Keith A. , Adolph Horst G. 
Published: March 2009

AbstractThe base‐promoted addition of glyoxal to 1,1,2,2‐tetrakis(ethoxycarbonylamino)ethane in DMF gives a product mixture containing mostly 1,1′,3,3′‐tetrakis(ethoxycarbonyl)‐4,4′,5,5,'‐tetrahydroxy‐2,2′‐biimidazolidyl. An alternate structure containing a tetraazadecalin system was considered less likely, since the most significant peak in the mass spectrum of this product and a tetraacetate derivative corresponded to half the mass of the parent ion. Two‐dimensional nmr spectra on the major hplc fraction are more consistent with the biimidazolidinyl structure (very low Jvic and lack of NOE enhancement). A HETCOSY spectrum on the mixture allowed assignment of 1H nmr shifts.
Synthesis and a UV and IR spectral study of some 2‐aryl‐Δ‐2‐1,3,4‐oxadiazoline‐5‐thiones
Authors: Charistos D. A. , Vagenas G. V. , Tzavellas L. C. , Tsoleridis C. A. , Rodios N. A. 
Published: March 2009

AbstractTwenty four 2‐Aryl‐Δ‐2‐1,3,4‐oxadiazoline‐5‐thione derivatives 2 were synthesized and their uv and ir spectra were studied. Correlation between σ‐Hammett constants of aryl substituents and the differences in absorption maxima (Δv = v1‐v2 in kK) of the electronic spectra of the deprotonated species were also evaluated. A new method for the synthesis of the 2‐(amino)aryl derivatives 2v,w,x is also reported.
A comparison of phenylboronic acid and phenyltrimethyltin in the palladium‐catalyzed arylation of 1,5‐dialkylimidazoles
Authors: Wang Dongmei , Haseltine John 
Published: March 2009

AbstractA comparison of phenyltrimethyltin vs. phenylboronic acid in the palladium‐catalyzed arylation of brominated 5‐methyl‐1(phenylmethyl)imidazoles is described.
Macrocyclic polyesters. II. The preparation of diester diamide macrocycles containing the 2‐aminobutanol sub‐units as potential antimicrobial agents
Authors: Anchisi Carlo , Fadda Anna Maria , Maccioni Anna Maria , Maccioni Elias , Sinico Chiara 
Published: March 2009

AbstractThis paper reports the synthesis of a novel class of diester diamide macrocycles containing 2‐aminobutanol sub‐units, by reacting diacyl dichloride with the aminoalcohol or its oxazastannolane derivatives. The structure of the possible isomers was assigned by spectroscopic and analytical data and, when possible by comparison with samples prepared otherwise.The ms spectra of these compounds have been studied and the fragmentation patterns and structures of the main ions are described.
Synthesis and structure of new substituted 2‐dicyanomethylene‐1,2‐dihydropyridines
Authors: Fuentes Luis , Márquez César , Contreras Ma Carmen , Lorenzo Ma Jesús , Fonseca Isabel , Sanz‐Aparicio Juliana , Balcazar José L. 
Published: March 2009

AbstractThe synthesis of substituted 2‐dicyanomethylene‐1,2‐dihydropyridines 3b‐c and 2‐dicyanomethylene‐2,3,4,5‐tetrahydropyridine 4 is accomplished from malononitrile dimer and propenenitriles 2. All structures were determined by nmr techniques; however to put our structural assignment for 6‐amino‐3‐cyano‐5‐ethoxycarbonyl‐2‐dicyanomethylene‐1,2‐dihydropyridine 3d on a firm and unequivocal basis we decided to perform X‐ray diffraction analysis of this compound.
On the selectivity in the bromination of selenophene‐2‐carbonyl derivatives in the presence of aluminum trichloride
Authors: Antonov Dmitry N. , Belen'Kii Leonid I. , Gronowitz Salo 
Published: March 2009

AbstractBromination reactions of 2‐selenophenecarbaldehyde and 2‐acetylselenophene in the presence of aluminum trichloride have been investigated and the reactivity and positional selectivity compared with those of the analogous thiophene derivatives.
Enolethers. XX. Synthesis of azepino[4,5‐b]quinoxalines and pyridopyrazino[2,3‐d]azepines
Authors: Bonacorso Helio Gauze , Mack Karl‐Ernst , Effenberger Franz 
Published: March 2009

Abstract1,6‐Diethoxy‐1,5‐hexadiene‐3,4‐dione (1) reacts with primary amines 3 and ammonia respectively in a molar ratio of 1:1 to give mainly aminoalkyl‐ and small amounts of bis(aminoalkyl)‐1,5‐hexadiene‐3,4‐diones 4 and 2, respectively. On heating in dichlorobenzene above 150° the mixtures of 2 and 4 cyclize to yield 1‐alkyl‐1H‐azepine‐4,5‐diones 5 by elimination of ethanol or amine. 3H‐3‐Alkylazepino[4,5‐b]‐quinoxalines 7, 8, 10 and 12 are easily accessible by condensation of the diketones 5a and b with various substituted o‐phenylenediamines 6, 9 and 3,3′,4,4′‐tetraaminobiphenyl (11) in p‐xylene or n‐butanol. 8‐Isopropylpyridopyrazino[2,3‐d]azepines 14 were obtained by condensation of 5b with pyridinediamines 13 in p‐xylene. The azepine‐4,5‐diones 5a‐c can be hydrogenated selectively by sodium borohydride in ethanol at room temperature to give the azepin‐4‐ol‐5‐ones 15a‐c.
Synthetic approaches to 2‐substituted 1‐oxo‐ and 3‐oxotetrahydroisoquinolines
Authors: Cheng Chen‐Yu , Tsai Hui‐Bing , Lin Mei‐Shan 
Published: March 2009

Abstract2‐Substituted homophthalimides 2a‐c were reduced regioselectively with sodium borobydride to carbinol‐lactam intermediates 3a‐c, which were dehydrated, followed by hydrogenation, to give 1‐oxo‐tetrabydroisoquinolines or 3,4‐dihydroisoquinolin‐1(2H)ones 5a‐c. The isomeric 3‐oxo‐tetrahydro‐isoquinolines or 1,4‐dihydroisoquinolin‐3(2H)‐ones 8a‐i were obtained in satisfactory yields via heating 3‐isochromanone (6) with the corresponding amines 7a‐i in the presence of aluminum chloride.
A new synthetic approach for imidazo[1,2‐a]imidazoles and pyrrolo[1,2‐a]imidazoles
Authors: Kolar Patrik , Tišler Miha 
Published: March 2009

AbstractSubstituted pyrrolo[1,2‐a]imidazoles and imidazo[1,2‐a]imidazoles are prepared in a simple one pot reaction sequence from esters of heterocyclic or aromatic α‐amino acids. The reaction involves condensation with acetoine followed by cyclization with either malonodinitrile, ethyl cyanoacetate or cyanamide.
Saturated heterocycles. Part 216. Synthesis, structure and ring opening of trans‐perhydro‐1,4‐benzoxazepin‐3‐one derivatives
Authors: Simon Lajos , Talpas S. Gizella , Fülöp Ferenc , Bernáth Gábor , Argay Gyula , Kálmán Alajos , Sohár PÁL 
Published: March 2009

Abstracttrans‐Perhydro‐1,4‐benzoxazepin‐3‐ones 2a‐c were synthesized and transformed to condensed‐skeleton perhydro‐trans‐1,4‐benzoxazepines 3a,b, the thiones 4a,b, the urea derivatives 5a,b, and N‐acylated compounds 6a‐e. Compounds 6b,d were ring‐opened by hydrochloric acid in ethanol to yield trans‐2‐(1‐carbethoxyethoxy)‐1‐acylaminomethylcyclohexane derivatives 7b,d. The 1H‐ and 13C‐nmr investigation and X‐ray analysis of 5b and 6c,d proved that the expected N‐acylated derivatives were formed and that both rings of the trans anellated compounds have a chair conformation.
Long‐range fluorine‐proton coupling in 1,2,4‐triazole derivatives
Authors: Kane John M. , Dalton Christopher R. , Staeger Michael A. , Huber Edward W. 
Published: March 2009

AbstractSeveral 1,2,4‐triazole derivatives containing a 2‐fluorophenyl substituent at either the 3‐ or 5‐position and a methyl group at the 4‐position were synthesized. These derivatives exhibit long‐range 19F‐1H and 19F‐13C through‐space coupling in their 1H and 13C nmr spectra between the fluorine and the 4‐methyl group. The close spatial proximity of these nuclei was confirmed by X‐ray analysis and by fluorine irradiated proton observe ({19F}‐1H) NOE difference spectroscopy.
Bentonitic earth catalyzed rearrangement of aryl 1,1‐dimethylpropargyl ethers. Synthesis of 2,2‐dimethyl‐2H‐1‐benzopyrans
Authors: Cruz‐Almanza Raymundo , Pérez‐Flores Francisco , Breña Leonardo , Tapia Eva , Ojeda Reyna , Fuentes Aidee 
Published: March 2009

AbstractMexican Bentonitic earth (Tonsil) catalyzed the Claisen rearrangement of aryl 1,1‐dimethylpropargyl ethers under mild conditions to provide 2,2‐dimethyl‐2H‐1‐benzopyrans. The synthesis of encecalin 2f and desmethoxyencecalin 2i, two biologically active products among other natural products (2b, 2e) was performed by this procedure.
Photochemical behavior of 4‐(ω‐enyl)‐ and 4‐(ω‐dienyl)‐2‐pyrones
Authors: Shimo Tetsuro , Ueda Shinichi , Somekawa Kenichi 
Published: March 2009

Abstract4‐(ω‐Enyl)‐2‐pyrone 3 and two types of 4‐(ω‐dienyl)‐2‐pyrones 4–6, 9 and 10 were prepared and the photochemical behavior was investigated. Photosensitized reaction of 3 afforded [2+2]‐cycloadduct 11 site‐specifically. On the other hand, 4 and 5 gave geometrical isomers, respectively. 2‐Pyrones 6, 9 and 10 possessing pendant furans gave no adduct. The reasons for the differences are described.
Synthesis of 3‐(dibromoacetyl)tropolone and its reactions with thioureas and thioamides
Authors: Maeda Yasunari , Imafuku Kimiaki 
Published: March 2009

Abstract3‐(Dibromoacetyl)tropolone (3) was obtained in the reaction of 3‐acetyltropolone with two equimolar amounts of phenyltrimethylammonium tribromide. This tropolone 3 reacted with thiourea, 1‐methyl‐2‐thiourea, and 1‐phenyl‐2‐thiourea to afford N‐unsubstituted and N‐methyl‐ or N‐phenyl‐substituted 3‐(2‐amino‐4‐thiazolyl)tropolones. The reactions of 3 with thioacetamide and thiobenzamide gave 3‐(2‐methyl‐and 2‐phenyl‐4‐thiazolyl)tropolones.
Heterocyclic steroids: Synthesis of androsteno[17,16‐d]pyrazoles and androsteno[17,16‐e]pyrimidines
Authors: Siddiqui A. U. , Rao V. U. Maheshwar , Maimirani M. , Siddiqui A. H. 
Published: March 2009

AbstractThe Vilsmeier‐Haack reaction of 3β‐acetoxyandost‐5‐en‐17‐one (1) with phosporous oxychloride and dimethylformamide gave 3β‐acetoxy‐17‐chloro‐16‐formylandrosta‐5,16‐diene (2). Reaction of 2 with hydrazine and phenylhydrazine provided substituted 5‐androsteno[17,16‐d]pyrazoles 3 and 4 respectively. Similarly, condensation of 2 with urea and guanidine hydrochloride revealed the formation of the corresponding substituted pyrimidines 5 and 6 respectively.
Preparation of n‐butyl‐2‐(2′‐triphenylmethyltetrazol‐5‐yl)phenylborinic acid
Authors: Lo Young S. , Rossano Lucius T. , Meloni David J. , Moore James R. , Lee Ying‐Chi , Arnett John F. 
Published: March 2009

AbstractUnderstanding the mechanism of formation of an impurity in the key step of the synthesis of Losartan (1) helped devise a procedure to synthesize the title compound in high yield.
On triazoles. XXXV. The reaction of 5‐amino‐1,2,4‐triazoles with di‐ and triketones
Authors: Reiter József , Pongó László , Kövesdi István , Pallagi István 
Published: March 2009

AbstractThe reaction of 5‐amino‐3‐Q‐1H‐1,2,4‐triazoles 1 with aliphatic, aromatic and cyclic 1,3‐diketones, 1,4‐diketones, and different linear and non linear triketones was studied. It was proved that in case of unsym‐metrical aliphatic 1,3‐diketones the regiochemical outcome of the reaction was influenced by steric factors. In case of triacetylmethane and 3‐(4‐chlorobenzyl)‐2,4‐pentanedione the splitting of one acetyl group from the reactant was observed during the reaction. A liner triketone, namely the 2,4,6‐trioxoheptane reacted as a simple 1,3‐diketone.
Synthesis of 5‐azido‐4‐cyanoimidazole and its reaction with active methylene compounds
Authors: Paula Freitas A. , Fernanda M. , Proença J. R. P. , Booth Brian L. 
Published: March 2009

AbstractDiazotisation of 1‐acetamido‐5‐amino‐4‐cyanoimidazole 2 using sodium nitrite in aqueous acetic acid gave 5‐azido‐4‐cyanoimidazole 3 in 94% yield. Reaction of 3 with active methylene compounds R1COCH2R2 [R1 = Me, R2 = COMe; R1 = Me, R2 = COPh; R1 = Me, R2 = COOEt] or malononitrile in the presence of base led either to imidazo[5,1‐d][1,2,3,5]tetrazepines 6 and 8 or to imidazolyltriazoles 5, 7 and 9, depending on the reaction conditions. Tetrazepine 6c evolves to triazole 7c or 5c respectively in the presence of acid or by further treatment with base. Purine 10 was also isolated in the reaction of 3 with malononitrile.
Reactions of polyfunctional amines with 3‐amino‐4‐(anilinothio‐methylidene)‐2‐cyano‐2‐pentenedioic acid diethyl ester
Authors: Winnik Witold 
Published: March 2009

Abstract3‐Amino‐4‐(anilinothiomethylidene)‐2‐cyano‐2‐pentenedioic acid diethyl ester reacts with ethylenedi‐amine, 1,3‐propylenediamine and 1,4‐butylenediamine affording bicyclic cyclocondensation products. The title compound reacts with diethylenetriamine and 2‐(2‐aminoethylamino)ethanol to give new seven membered ring tricyclic compounds. The mechanism for these reactions is discussed.
Synthesis of 1‐(benzotriazol‐1‐yl)alkyldiphenylphosphine oxides and their transformations to novel benzotriazol‐1‐yl‐substituted cyclopropanes
Authors: Katritzky Alan R. , Wu Hong , Xie Linghong , Jiang Jinlong 
Published: March 2009

AbstractDiphenylphosphinous anion reacted with chloromethylbenzotriazole to give (benzotriazol‐1‐yl)methyldiphenylphosphine oxide, which, after lithiation, was alkylated to give 1‐(benzotriazol‐1‐yl)alkyldiphenylphosphine oxides in good yield. Treatment of 1‐(benzotriazol‐1‐yl)alkyldiphenylphosphine oxides with n‐butyllithium followed by condensation with epoxides, afforded benzotriazol‐1‐yl‐substituted cyclopropanes, which underwent further lithiation and subsequent reaction with numerous electrophiles to provide a variety of novel benzotriazol‐1‐yl‐substituted cyclopropane derivatives.
Copolymeric cyclodextrin polysiloxane stationary phases prepared from 6A,6C‐ and 6A,6D‐dialkenyl‐substituted β‐cyclodextrin
Authors: Yi Guoliang , Bradshaw Jerald S. , Rossiter Bryant E. , Malik Abdul , Yun Hao , Lee Milton L. 
Published: March 2009

AbstractThe syntheses of four new β‐cyclodextrin‐hexasiloxane copolymers from heptakis(2,3‐di‐O‐methyl)‐β‐cyclodextrin (2) by multi‐step processes are described. 6A,6C‐Di‐O‐[p,p'‐methylenebis(benzenesulfonyl)]hetakis(2,3‐di‐O‐methyl)β‐cyclodextrin (3), which was prepared by the reaction of 2 with p,p'‐methylenebis‐(benzenesulfonyl chloride), is a key intermediate for the preparation of permethylated 6A,6C‐bisalkenyl‐β‐cyclodextrins 5, 6, and 9. Permethylated 6A,6C‐bissulfonate ester 4, which was obtained from 3 by a methylation reaction under mild conditions, was reacted with sodium allyloxide or sodium ω‐undecenyloxide to produce permethylated 6A,6C‐bisallyl‐ (or bis‐ω‐undecenyl)‐β‐cyclodextrin 5 or 6 or was hydrolyzed with 2% sodium amalgam in methanol to yield diol 7. Compound 7 was oxidized with periodinane, followed by Wittig's reaction with methyltriphenylphosphonium iodide to give permethylated 6A,6C‐dideoxy‐6A,6C‐dimethylene‐β‐cyclodextrin (9). Treatment of 2 with p,p'‐methylenebis(benzenesulfonyl chloride) or p,p'‐biphenyldisulfonyl chloride gave bissulfonate esters 10 or 11, respectively. Both of them were treated with sodium p‐allyloxy‐phenoxide in DMF, followed by methylation, to form permethylated 6A,6D‐di‐O‐(p‐allyloxyphenyl)‐β‐cyclo‐dextrin (16). Bisalkenes 5, 6, 9 and 16 were copolymerized with α,ω‐dioctyldecamethylhexasiloxane by a hydrosilylation process to give the cyclodextrin‐containing copolymers 17–20.
2‐carbaldoximes of pyridine‐4‐ and 5‐carboxylic acids
Authors: Reyes‐Rivera Hector Manuel , Hutehins Robert O. , Dalton David R. 
Published: March 2009

AbstractA series of pyridine‐2‐carbaldoximes, all of which are substituted at the 4‐ or 5‐position with derivatives of the corresponding carboxylic acids, have been prepared via the corresponding pyridine‐2‐carbaldehydes.