bluuebunny/crossref_metadata_2025_split huggingface dataset:
Synthesis of 3‐substituted‐2‐benzothiazolinone, 2‐benzoxazolinone and benzothiazoline‐2‐thione
Authors: D'Amico John J. , Bollinger Frederic G. 
Published: March 2009

AbstractThe reaction of 2‐benzothiazolinone, 2‐benzoxazolinone or benzothiazoline‐2‐thione under basic conditions with various electrophiles afforded the titled compounds 1‐13, 29‐31 and 40‐48. The 3‐(substituted‐aminomethyl)‐2‐benzothiazolinone and related compounds 14‐25 were prepared by the reaction of 3‐(hydroxymethyl)‐2‐benzothiazolinone or the appropriate 2‐benzothiazolinone and formaldehyde with the appropriate amine or substituted aniline. The reaction of 9, 13 or 25 with methyl iodide afforded the quaternary ammonium iodides 26‐28. The reaction of the appropriate potassium salts of various phenol with 3‐(chloromethyl)‐2‐benzothiazolinone afforded the 3‐(substituted‐phenoxymethyl)‐2‐benzothiazolinone and related compounds 32‐39. The ethyl or isopropylxanthates 49‐54 were synthesized by the reaction of 3‐(chloromethyl)‐2‐benzo‐thiazolinone and appropriate compounds with potassium ethyl or isopropyl xanthate. The reaction of 3‐(chloromethyl)‐2‐benzothiazolinone with sodium sulfide afforded the sulfide 55.
Carba‐acyclonucleoside antiherpetic agents
Authors: Hannah John , Tolman Richard L. , Karkas John D. , Liou Richard , Perry Helen C. , Field A. Kirk 
Published: March 2009

AbstractGanciclovir 2 and 2′‐carba‐ganciclovir 5a are anti‐viral agents differing structurally only in the replacement of an oxygen by a methylene group and yet expressing their biological properties along mechanistically independent pathways. Methoxy, hydroxy and fluoro derivatives of 2′‐carba‐ganciclovir were prepared to examine the effect of re‐introducing a binding site close to that in the original oxa side chain. The cyclic phosphate of carba‐ganciclovir was also prepared.
Methyl 2‐benzoylamino‐3‐dimethylaminopropenoate in the synthesis of heterocyclic systems. The synthesis of benzoyl‐ amino substituted 7H‐pyrano[2,3‐d]pyrimidine, 1H,6H‐pyrano‐ [2,3‐c]pyrazole and 2H‐1‐benzopyran derivatives
Authors: Stanovnik Branko , Svete Jurij , Tišler Miha 
Published: March 2009

AbstractMethyl 2‐benzoylamino‐3‐dimethylaminopropenoate (6) reacts with heterocyclic compounds containing an active methylene group or potential methylene group in the ring system, such as barbituric acid derivatives 1 and 2, pyrazolones 3 and 4, and resorcinol, in acetic acid to afford the corresponding benzoylamino substituted pyranopyrimidinones 7 and 8, pyranopyrazolones 9 and 10, and 2H‐1‐benzopyranone 11. The method represents a novel procedure for the preparation of condensed pyranones.
Nitroimidazoles. VI. Syntheses of 1‐methyl‐2‐(1,3,4‐thiadiazol‐2‐yl)‐5‐nitroimidazole and 1‐methyl‐2‐(1,3,4‐oxadiazol‐2‐yl)‐5‐nitroimidazole
Authors: Shafiee A. , Yazdikarimy B. , Sadrai S. 
Published: March 2009

AbstractStarting from readily available 1‐methyl‐5‐nitroimidazole‐2‐carboxylic acid hydrazide (1), 1‐methyl‐2‐(1,3,4‐thiadiazol‐2‐yl)‐5‐nitroimidazole (4) and 1‐methyl‐2‐(1,3,4‐oxadiazol‐2‐yl)‐5‐nitroimidazole (10) were prepared. The reaction of 1 with formic acid gave 1‐(1‐methyl‐5‐nitroimidazole‐2‐carboxyl)‐2‐(formyl)hydrazine (8) in high yield. Refluxing of the latter with phosphorus pentasulfide in xylene yielded compound 4 in 50% yield. Reaction of compound 8 with phosphorus pentoxide afforded compound 10 in 60% yield.
Studies in spiroheterocycles, Part XV. Investigation of the reaction of 3‐(2‐oxocycloalkylidene)‐indol‐2‐ones with thiourea and urea derivatives
Authors: Joshi Krishna C. , Dandia Anshu , Sanan Sangeeta 
Published: March 2009

AbstractThe reaction of 3‐(2‐oxocycloalkylidene)indol‐2‐one 1 with thiourea and urea derivatives has been investigated. Reaction of 1 with thiourea and urea in ethanolic potassium hydroxide media leads to the formation of spiro‐2‐indolinones 2a‐f in 40–50% yield and a novel tetracyclic ring system 4,5‐cycloalkyl‐1,3‐diazepino‐[4,5‐b]indole‐2‐thione/one 3a‐f in 30–35% yield. 3‐(2‐Oxocyclopentylidene)indol‐2‐one afforded 5′,6′‐cyclopenta‐2′‐thioxo/ oxospiro[3H‐indole‐3,4′(3′H)pyrimidin]‐2(1H)‐ones 2a,b and 3‐(2‐oxocyclohexylidene)indol‐2‐one gave 2′,4′a,5′,6′,7′,8′‐ hexahydro‐2′‐thioxo/oxospiro[3H‐indole‐3,4′ (3′H)‐quinazolin]‐2(1H)‐ones 2c‐f. Under exactly similar conditions, reaction of 1 with fluorinated phenylthiourea/cyclohexylthiourea/phenylurea gave exclusively spiro products 2g‐1 in 60–75% yield. The products have been characterized by elemental analyses, ir pmr. 19F nmr and mass spectral studies.
A regiocontrolled synthesis of substituted indoles by palladium‐catalyzed coupling of 2‐bromonitrobenzenes and 2‐bromoacetanilides
Authors: Kasahara Akira , Izumi Taeko , Murakami Satoshi , Miyamoto Kazuhiro , Hino Toshimi 
Published: March 2009

AbstractThe palladium‐catalyzed cross‐coupling reaction of 2‐bromonitrobenzenes or 2‐bromoacetanilides with ethylene has been used to produce a variety of substituted indoles. The mild reaction conditions and selectivity inherent in the coupling reaction have been utilized to produce regiochemically pure 4‐, 5‐, 6‐, and 7‐substituted indoles.
Rearrangement of 1,3‐thiazolidine sulfoxides
Authors: Mah He Duck , Lee Wha Suk 
Published: March 2009

AbstractOxidation of 1,3‐thiazolidines 3 gave a mixture of cis‐ and trans‐sulfoxides 4 and 5, major and minor, respectively. In the presence of an acid catalyst both the cis and trans sulfoxides underwent ring expansion reaction to produce dihydro‐1,4‐thiazines 2 in good yields. Under neutral conditions (100°/DMF) the cis‐sulfoxides afforded a sigmatropic rearrangement with the 2‐methylene group to generate probable sulfenic acids 6 followed by dehydration to 2, while the trans isomer rearranged more slowly involving the 2‐methyl group to form isomeric dihydrothiazines 18 possibly via sulfenic acids 7. Structures and isomerization of the cis‐ and trans‐sulfoxides are also discussed.
Régiospécificité de la cycloaddition des diarylnitrilimines sur quelques dérivés indoliques
Authors: Daou Boujemaâ , Soufiaoui Mohamed , Carrié Robert 
Published: March 2009

AbstractCe mémoire décrit les résultats de l'étude de la réaction de diarylnitrilimines (DANI) sur le N‐éthylindole (1) et sur le méthoxycarbonyl‐2 N‐éthylindole (2). Suivant la nature du dipolarophile (1 ou 2) la régiospécificité de la réaction s'inverse. Cette dernière est établie par voie spectroscopique et chimique.
Acetylenic chemistry: Part 13. Synthesis of oxazoles and oxazoloquinazolines from o‐amino‐N‐(1,1 ‐disubstituted‐propynyl)benzamide
Authors: Reisch J. , Usifoh C. O. , Oluwadiya J. O. 
Published: March 2009

AbstractConversion of isatoic anhydride to o‐amino‐N(1,1‐disubstituted‐propynyl)benzamides 3a‐c followed by reflux in ethanolic potassium hydroxide gave 2‐(o‐aminophenyl)‐4,4‐disubstituted‐5‐methylene‐4H‐oxazoles 4a‐c. The treatment of same 3a‐c with triphosgene in pyridine with subsequent reflux gave 4a‐c and 2‐methylene‐3,3‐disubstituted‐oxazolo[2,3‐b]quinazolin‐5(3H)‐ones 5a‐c.
The synthesis of novel crown ethers, part ix, 3‐phenyl chromenone‐crown ethers
Authors: Bulut M. , Erk Ç L. 
Published: March 2009

Abstract3‐Phenyl‐ and 3‐(p‐methoxyphenyl)‐7,8‐dihydroxy and ‐6,7‐dihydroxychromenones were prepared from ethyl 3‐oxo‐2‐phenylpropanoate, ethyl 3‐oxo‐2‐(4‐methoxyphenyl)‐propanoate and the trihydroxy benzenes in H2SO4. 3‐Aryl‐7,8‐ and 3‐aryl‐6,7‐dihydroxy‐2H‐chromenones reacted with the bis‐dihalides of poly‐glycols in DMF/MeCO3 to afford 12‐Crown‐4, 15‐Crown‐4 and 18‐Crown‐6‐chromenones. The products were identified with IR, 1H NMR, low and high resolution mass spectroscopy and elemental analysis. Some 1:1 cation association constants, Kb, of the 3‐phenyl chromenone crown ethers with Li+, Na+, K+ and Rb+ cations were studied by steady state emission fluorescence spectroscopy; Kb chromenone‐crown complexes displayed crown ether‐cation binding selectivity rules properly in acetonitrile.
Complexing properties of 3′,5′‐disubstituted‐4′‐hydroxybenzyl armed monoaza‐12‐crown‐4 and armed monoaza‐15‐crown‐5 ethers and crystal structures of the alkali metal ion complexes
Authors: Habata Yoichi , Akabori Sadatoshi , Zhang Xian Xin , Izatt Reed M. , Bradshaw Jerald S. 
Published: March 2009

AbstractA series of monoaza‐15‐crown‐5 ethers (2b‐2h) having 4′‐hydroxy‐3′,5′‐disubstituted benzyl groups have been prepared by the Mannich reaction of 2,6‐disubstituted phenols with the corresponding N‐methoxymethylmonoaza‐crown ethers. Competitive transport through a chloroform membrane by 12‐crown‐4 derivatives (lithium, potassium and cesium) and 15‐crown‐5 derivatives (sodium, potassium and cesium) were measured under basic‐source phase and acidic‐receiving phase conditions. All ligands transported size‐matched alkali‐metal cations. Ligands 1h and 2h with two fluorine atoms in the side arm gave higher metal ion transport rates than those of dimethyl‐ (1a and 2a), diisopropyl‐ (1b and 2b), and butylmethyl‐ (1d and 2d) derivatives. X‐ray crystal structures of six alkali metal complexes with monoaza‐12‐crown‐4‐derivatives (1b‐LiSCN, 1b‐KSCN, 1c‐NaSCN, 1d‐LiSCN, 1f‐RbSCN and 1h‐LiSCN) and three alkali metal complexes with 15‐crown‐5 derivatives (2b‐KSCN, 2c‐KSCN, and 2e‐KSCN) along with crystal structures of some new ligands (1b, 1c, 1d, 1f, and 2c) are also reported. These X‐ray analyses indicate that the crystal structures of the alkali metal ion complexes of these new armed‐crown ethers changed depending on the substituents at the 3′‐ and 5′‐positions of the appended hydroxybenzyl arms.
Synthesis of macrocyclic bis(phenylbenzoxazole) derivatives via tandem claisen rearrangement and their fluorescence behavior
Authors: Koyama Emiko , Tokuhisa Hideo , Nagawa Yoshinobu , Yang Gang , Hiratani Kazuhisa 
Published: March 2009

AbstractNovel macrocyclic bis(phenylbenzoxazole) derivatives were easily synthesized from macrocyclic isobutenyl bis(amide‐ether)s by tandem Claisen rearrangement and subsequent intramolecular cyclization of the amide‐phenol intermediates. The position of substitution of the oligoethylene glycol moiety on the phenylamido groups of the macrocycles did not have a large effect on the yields of the bis(benzoxazole)s for the meta and para derivatives. The fluorescence quantum yields of most of the macrocyclic bis(benzoxa‐zole)s were lower than those of the corresponding nonmacrocyclic bis(benzoxazole) model compounds. The quantum yields of the para‐substituted macrocyclic bis(benzoxazole)s were clearly lower than those of the model compounds and decreased with increasing length of the oligoethylene chain.
A supramolecular assembly containing an unusually short n‐h…n hydrogen bond ‐ an x‐ray and neutron diffraction study
Authors: Bishop Michael M. , Lindoy Leonard F. , Bishop Michael M. , Thorn‐Seshold Oliver T. , Piltz Ross O. , Turner Peter 
Published: March 2009

AbstractA supramolecular assembly formed between phthalimide and 2‐guanidinobenzimidazole, containing a short 2.692(4)AR N‐H…N hydrogen bond, is reported. The crystal structure of this species was determined by both X‐ray and neutron diffraction. The diffraction data reveal that the proton involved in the short hydrogen bond has been transferred from the phthalimide to the guanidinobenzimidazole to form an ion pair. There is also an interesting stacking interaction between the atoms involved in the short hydrogen bond and the π system of a phthalimide molecule that is approximately 3.3 Å away. The structure is compared with the structure of a similar assembly formed between 4‐nitrophthalimide and 2‐guanidinobenzimidazole.
New C(2)‐substituted 8‐alkylsulfanyl‐9‐phenylmethyl‐hypoxanthines III
Authors: Biagi Giuliana , Giorgi Irene , Livi Oreste , Pacchini Federica , Scartoni Valerio , Salerni Oreste Leroy 
Published: March 2009

AbstractTitle compounds were obtained starting from the key imidazole intermediate, 5‐amino‐1‐phenyl‐methyl‐2‐mercapto‐1H‐imidazole‐4‐carboxylic acid amide 5, readily derived from the base catalyzed rearrangement of a thiazole, 5‐amino‐2‐phenylmethylaminothiazole‐4‐carboxylic acid amide 4. Alkylation of the thiol function on 5 with phenylmethyl and allylic chlorides gave compounds 6 and 7 respectively. Cyclization of 6 with a variety of esters afforded 8‐phenylmethylthiohypoxanthines, 8–11. Similarly, 7 was cyclized to 8‐allylthiohypoxanthines, 20–21. Compound 5 was also cyclized, but formed 8‐mercaptohypox‐anthines, 22–24. Alkylation of 8‐mercaptohypoxanthines afforded 8‐alkylthiohypoxanthines, 8, 9,25 and 26 (see Scheme 2). Chlorination of 9–11 afforded 16–18; adenine 19 was derived from 16. Oxidation of hypox‐anthines 8–11 with m‐chloroperbenzoic acid gave the corresponding 8‐phenylmethylsulfonyl derivatives 12‐15. These derivatives proved resistant to nucleophilic displacement reactions with primary amines.
Synthesis of new hetero[1,2,4]thiadiazin‐3‐one S,S‐dioxides and oxazolo[3,2‐b]hetero[1,2,4]thiadiazine S,S‐dioxides as potential psychotropic drugs
Authors: Vega Salvador , Arranz María Esther , Arán Vicente J. 
Published: March 2009

AbstractA series of 2‐substituted 2H‐thieno[3,4‐e][1,2,4]thiadiazin‐3(4H)‐one 1,1‐dioxides (2), 2‐substituted 2H‐thieno[2,3‐e][1,2,4]thiadiazin‐3(4H)‐one 1,1‐dioxides (3), 2‐substituted 4,6‐dihydropyrazolo[4,3‐e]‐[1,2,4]thiadiazin‐3(2H)‐one 1,1‐dioxides (4), 2‐substituted 2,3‐dihydrooxazolo[3,2‐b]thieno[3,4‐e]‐[1,2,4]thiadiazine 5,5‐dioxides, (5), 6‐substituted 6,7‐dihydro‐2H‐oxazolo[3,2‐b]pyrazolo[4,3‐e][1,2,4]thia‐diazine 9,9‐dioxides (6) and 7‐substituted 6,7‐dihydro‐2H‐oxazolo[3,2‐b]pyrazolo[4,3‐e][1,2,4]thiadiazine 9,9‐dioxides (7) were synthesized as potential psychotropic agents.
Reaction of 2‐acyl‐6‐methylbenzo[b]furan‐3‐acetic acids derivatives with hydrazine
Authors: Tolkunov Valery S. , Perepichka Igor F. , Dulenko Vladimir I. 
Published: March 2009

AbstractReaction of 2‐acyl‐6‐methylbenzo[b]furan‐3‐acetic acids and their derivatives such as amides and esters with hydrazine does not give expected 1‐alkyl‐5H‐benzofuro[2,3‐e]diazepin‐4‐ones ones but results in 2‐amino‐7‐methyl‐2H‐benzo[4,5]furo[2,3‐c]pyridin‐3‐ones or (3‐R‐6‐methylbenzo[b]furan‐2‐yl)alkyl ketone azines.
Preparation of dicarboxylate analogues of cerulenin
Authors: Moseley Jonathan D. , Staunton James 
Published: March 2009

AbstractWe have proposed and synthesized several new structural classes of Cerulenin analogues, which have potential as inhibitors of both fatty acid and polyketide synthase multi‐enzyme complexes. These analogues contain cis epoxides bearing flanking carboxylate groups. Our syntheses have been designed to allow access to a wide range of fatty acid and polyketide‐like side chains from readily available starting materials in convergent fashion in just four to five steps. In total, ˜40 potential analogues have been prepared and characterized, covering all the structural sub‐classes proposed, the majority of which constitute novel functional groupings.
Synthesis, structure and electrochemical properties of two new unsymmetrical tetrathiafulvalene derivatives
Authors: Xu Ming , Ji Yong , Zuo Jing‐Lin , Li Yi‐Zhi , You Xiao‐Zeng 
Published: March 2009

AbstractTwo new unsymmetrical tetrathiafulvalene (TTF) derivatives, 2,3‐bis(cyanoethylthio)‐6,7‐(methyl‐ethylenedithio)tetrathiafulvalene (6a) and 2,3‐bis(cyanoethylthio)‐6,7‐(cyclopentodithio)tetrathiafulvalene (6b), have been prepared and characterized by NMR, MS, IR and Elemental analyses. The molecular structures have been determined by X‐ray crystallography. Their redox properties have been investigated by cyclic voltammetry in dichloromethane solution and each compound shows two reversible single‐electron redox couples.
Synthesis of 2H‐chromeno[4,3‐b]pyridine‐2,5(1H)‐diones and related heterocycles via the erlenmeyer‐ploechl reaction
Authors: Ivanov Ivo Christov , Glasnov Toma Nikolaev , Heber Dieter 
Published: March 2009

Abstract1,2‐Dihydro‐5H‐[1]benzopyrano[4,3‐b]pyridine‐2,5‐diones 4a‐j were synthesized from 4‐alkylamino‐coumarin‐3‐carbaldehydes 1 and 5(4H)‐oxazolinones (azalactones) derived from N‐acetylglycine (2a) and hippuric acid (2b). The intermediates 3 (3j isolated only) underwent spontaneous recyclization via opening of the azalactone and successive formation of the fused 2‐pyridones 4. Attempts to synthesize the selected 2H‐chromeno[3,4‐f]‐1,7‐naphthyridine 6 by Vilsmeier reaction of 4e failed. Instead, N‐deacetylation took place, followed by formylation of the amino group to the formamidine 7a. In addition, pyranopyridine 9a was obtained by condensation of the 3‐formyl‐2‐pyridone 8 with the azalactone derived from 2a and acetic anhydride.
Regiospecific synthesis, structure and electron ionization mass spectra of 1,3‐thiazolidin‐4‐ones containing the acridine skeleton
Authors: Géci Imrich , Imrich Ján , Kristian Pavol , Kivelä Henri , Valtamo Pauliina , Pihlaja Kalevi 
Published: March 2009

AbstractThe synthesis of regioisomeric 3‐alkyl(aryl)‐2‐(acridin‐9′‐yl)imino‐1,3‐thiazolidin‐4‐ones (8b‐i) and 2‐alkyl(aryl)imino‐3‐(acridin‐9′‐yl)‐1,3‐thiazolidin‐4‐ones (11a‐i) was performed by the reaction of 3‐(acridin‐9‐yl)‐1‐alkyl(aryl)thioureas 5a‐i with methyl bromoacetate and bromoacetyl bromide, respectively, via the corresponding isothiourea hydrobromides with excellent regioselectivity. The structure, NMR spectra and mass spectrometric behavior of the resulting compounds are discussed.
Synthesis of benz[e]indolium heptamethine cyanines containing C‐substituents at the central portion of the heptamethine moiety
Authors: Salon Jozef , Ska Ewa Woli , Raszkiewicz Aldona , Patonay Gabor , Strekowski Lucjan 
Published: March 2009

AbstractAn efficient procedure for the synthesis of near‐infrared dyes 5a‐d is described.
Reaction of acridine with pyrazolone derivatives
Authors: Ishihara Yoshimi , Ito Takeyuki , Saito Hiroshi , Takano Jiro 
Published: March 2009

AbstractA mixture of acridine and a pyrazolone derivative was reacted in the solid state (without solvent). It is proposed that the enol tautomer (the C4‐position) of the pyrazolone derivative attacks the C9‐position of acridine through a nucleophilic reaction resulting in products where the C4‐position of pyrazolone is connected to the C9‐position of acridine. When the reaction of 3‐methyl‐1‐phenyl‐5‐pyrazolone and acridine was carried out at low temperature (25°–50°), the reaction product was obtained even when the majority of the reaction mixture had not melted. The same reaction was also carried out in the presence of an ultrasonic wave at same temperature (25°–50°) and the reaction product was obtained in high yield. Under ultrasonic conditions, the reaction mixture was not melted. However, the interface between 3‐methyl‐1‐phenyl‐5‐pyrazolone and acridine gradually changed from white to black. In this reaction, the dihydroacridine dimer is not obtained.
A simple and convenient method for the synthesis of 1‐dialkylaminocarbothioic acid S‐[(2,3‐epithio)propyl] esters
Authors: Kumar Kiran , Sharma V. L. , Dwivedi A. K. 
Published: March 2009

Abstractmagnified imageA simple and convenient method for the synthesis of 1‐dialkylaminocarbothioic acid S‐[(2,3‐epithio)propyl] ester was developed by the reaction of 1‐dialkylaminocarbodithioic acid‐sodium salt with 1‐chloro‐2,3‐epoxypropane in water‐methanol mixture at room temperature. An intermediate was isolated and characterized, based on which a possible mechanism was proposed.
Synthetic study for two 2H‐chromenic acids, 8‐chlorocannabiorcichromenic acid and mycochromenic acid
Authors: Yamaguchi Seiji , Nedachi Masahiro , Maekawa Mikiko , Murayama Yohei , Miyazawa Masahiro , Hirai Yoshiro 
Published: March 2009

Abstractmagnified imageTwo 2H‐chromenes having a fully substituted benzene ring, 8‐chlorocannabiorcichromene (1) and mycochromenic acid (2), were synthesized by a condensation of salicylaldehydes with isopropylidenemalonate or the thermal cyclization of corresponding propargyl ethers.
Synthesis of 5‐substituted 2‐(2,4‐dihydroxyphenyl)‐1,3,4‐thiadiazoles
Authors: Matysiak J. 
Published: March 2009

Abstractmagnified imageOne‐stage synthesis of 5‐substituted (alkyl, aryl, heteroaryl, arylalkyl, heteroalkyl, alkoxy‐, aryloxy)‐2‐(2,4‐dihydroxyphenyl)‐1,3,4‐thiadiazoles is described. The compounds were prepared by the reaction of sulfinyl‐bis(2,4‐dihydroxythiobenzoyl) (STB) with hydrazides or carbazates. The structure of new compounds was assigned by ir, nmr and ms data.
Synthesis of novel substituted flavonoids
Authors: Mills Chavonda J. , Mateeva Nelly N. , Redda Kinfe K. 
Published: March 2009

Abstractmagnified imageEighteen substituted chalcones, flavones and 3‐flavonols were synthesized and characterized using 1H‐NMR, IR and elemental analysis. The substitution pattern includes two halogen atoms, nitro and methyl groups in ring A as well as two or three methoxy groups in ring B.
Regioselective reactions of mesyloxymethylazetidinones with nucleophiles I. Cleavage of the azetidinone ring, azetidinone‐aziridine ring transformations
Authors: Boros Éva , Bertha Ferenc , Fetter József , Czira Gábor , Feller Antal , Simig Gyula , Kajtár‐Peredy Mária 
Published: March 2009

Abstractmagnified imageThe reaction of 4‐mesyloxymethylazetidin‐2‐one derivatives 3 with ammonia and sodium methoxide was investigated. The two electrophilic centers of the substrate reactesuccessively, resulting in cleavage of the lactam bond and formation of a new aziridine ring. The resulting type 6 and 8 aziridinylacetic acid derivatives are related to the novel 2‐(aziridin‐2‐yl)‐3‐phenylpropionic acid type carboxypeptidase A inhibitors and, as such, potential drug candidates.
Synthesis of novel halogenated cryptolepine analogues
Authors: Gouni Srinivas Reddy , Carrington S. , Wright C. W. 
Published: March 2009

Abstractmagnified imageCryptolepine (5‐N‐methyl‐10‐H‐indolo[3,2‐b]quinoline) is an indoloquinoline alkaloid present in the roots of Cryptolepis Sanguinolenta. In its hydrochloride form the alkaloid presents a number of bioactivities. The alkaloid also has cytotoxic properties that are likely to be due to its abilities to intercalate into DNA and inhibit the enzyme topoisomerase II, as well as the synthesis of DNA. In this research project five novel analogues of cryptolepine were chosen for synthesis.
A stereoselective three‐component reaction: One‐pot synthesis ofcis‐isoquinolonic acids catalyzed by silica sulfuric acid under mild and heterogeneous conditions
Authors: Azizian Javad , Mohammadi Ali A. , Soleimani Ebrahim , Karimi Ali R. , Mohammadizadeh Mohammad R. 
Published: March 2009

Abstractmagnified imageA mild and stereoselective three‐component one‐step synthesis ofcis‐isoquinolonic acid using silica sulfuric acid as a heterogeneous catalyst from an aldehyde, amine and homophthalic anhydride in acetonitrile is described. This new method produces pure products in high yields (81‐91%).
Reaction of 3‐aminoquinoline‐2,4‐diones with isocyanates. Synthesis of novel 3‐(3′‐alkyl/arylureido)quinoline‐2,4‐diones and their cyclic carbinolamide isomers
Authors: Klásek Antonín , Hoza Ignác , Lyčka Antonín , Holčapek Michal 
Published: March 2009

Abstractmagnified image3‐Alkyl/aryl‐3‐amino‐1H,3H‐quinoline‐2,4‐diones react with alkyl/aryl isocyanates to give novel 3‐alkyl/aryl‐3‐ureido‐1H,3H‐quinoline‐2,4‐diones or 3a‐alkyl/aryl‐9b‐hydroxy‐3,3a,5,9b‐tetrahydro‐1H‐imidazo[4,5‐c]quinoline‐2,4‐diones. In some cases, a mixture of both products was obtained and separated by fractional crystallization. All compounds were characterized by their 1H, 13C, ir and ms data and some of them also by 15N nmr data.
Intermolecular aza‐wittig reaction: One‐step synthesis of pyrazolo[1,5‐a]pyrimidine and imidazo[1,2‐b]pyrazole derivatives
Authors: Barsy Magda A. , El‐Rady Eman A. 
Published: March 2009

Abstractmagnified imagePyrazolo[1,5‐a]pyrimidine and imidazo[1,2‐b]pyrazole derivatives were synthesized via intermolecular aza‐Wittig reaction of 5‐(triphenylphosphoranylideneamino)‐3‐phenylpyrazole 3 derived from 5‐amino‐3‐phenylpyrazole with some selected α‐chloroketones.