bluuebunny/crossref_metadata_2025_split huggingface dataset:
Novel synthesis of (1‐acetylindol‐3‐yl)methyl acetate and its displacement substitution reactions
Authors: Bennett Richard , Shah Tushar , Maggiolo Allison 
Published: March 2009

AbstractThe acylation of gramine produces (1‐acetyindol‐3‐yl) methylacetate from which the 3‐alkoxy or thioacid derivatives have been synthesized.
Stereochemistry of thialdine
Authors: Day Cynthia S. , Hansen Thomsen J. , Keefer Larry K. 
Published: March 2009

AbstractThialdine (dihydro‐2,4,6‐trimethyl‐4H‐1,3,5‐dithiazine), 1, was shown on the basis of X‐ray diffraction data to have the all‐cis configuration, I.
A new synthesis of pyrimido[5,4‐e]‐as‐triazine 4‐oxides and their ring transformation to pyrrolo[3,2‐d]pyrimidines
Authors: Nishigaki Sadao , Kanazawa Hashime , Kanamori Yukako , Ichiba Misuzu , Senga Keitaro 
Published: March 2009

AbstractA new synthesis of certain pyrimido[5,4‐e]‐as‐triazine 4‐oxides and their ring transformation to pyrrolo‐[3,2‐d]pyrimidines by the 1,3‐dipolar cycloaddition reaction is described. Thus, reaction of 6‐hydrazino‐1,3‐dimethyluracil (1) with triethyl orthoformate gave 6‐ethoxymethylenehydrazino‐1,3‐dimethyluracil (2). Treatment of 2 with arylamines gave 6‐arylaminomethylenehydrazino‐1,3‐dimethyluracils (3a‐e). Nitrosative cyclization of 3a‐e with sodium nitrite afforded 3‐arylaminofervenulin 4‐oxides (6a‐e). Reaction of 6a‐e with acetylenic esters yielded 7‐alkoxycarbonyl‐6‐arylamino‐1,3‐dimethylpyrrolo[3,2‐d]pyrimidine‐2,4(1H,3H‐diones (15a‐e and 16).
Reaction of 2‐dimethylaminomethylene‐1,3‐diones with dinucleophiles. I. Synthesis of 1,5‐disubstituted 4‐acylpyrazoles
Authors: Schenone Pietro , Mosti Luisa , Menozzi Giulia 
Published: March 2009

AbstractReaction of open‐chain and cyclic sym‐1,3‐diones with N,N‐dimethylformamide dimethyl acetal gave, generally in high yield, a series of sym‐2‐dimethylaminomethylene‐1,3‐diones which reacted with phenylhydrazine and methylhydrazine to afford, generally in satisfactory yield, a number of 1,5‐disubstituted 4‐acylpyrazoles. The applications and limits of this new pyrazole synthesis are presented and discussed.
A Novel synthesis of 5,6‐dihydro‐2,3‐bisaryl‐8H‐imidazo[2,1‐c][1,4]thiazine
Authors: Lantos I. , Razgaitis C. , Sutton B. M. 
Published: March 2009

AbstractBisaryl‐8H‐imidazo[2,1‐c][1,4]thiazines were prepared from the corresponding 2‐thiomethylimidazoles. A novel and efficient synthesis is presented for these intermediates based on the condensation of benzils with protected 2‐thioacetaldehydes.
Reactions of 3‐substituted pyrazolin‐5‐ones with isocyanates
Authors: Mitsuhashi Keiryo , Takayanagi Hisashi , Matsuno Sin‐ichi , Tanaka Kiyoshi 
Published: March 2009

AbstractThe reaction sites of 3‐substituted pyrazolin‐5‐ones and their O‐ and N‐blocked analogues toward various isocyanates were investigated. 3‐Methyl and 3‐ethoxycarbonylpyrazolin‐5‐ones gave the corresponding 1‐carbamoylpyrazolinones, whereas the O‐alkylpyrazoles afforded 2‐carbamoylpyrazoles. On the other hand, the N‐alkylpyrazolinones were carbamoylated at 4‐position under drastic conditions.
Transposition of the halogen atom from nitrogen to methyl groups in hydantoins
Authors: Suárez A. R. , Orio O. A. , Argüello B. V. , Balzaretti V. T. 
Published: March 2009

Abstract1‐Bromo (1a) and 1‐chloro‐3,5,5‐trimethylhydantoin (1b) which are both useful halogenating and oxidizing agents, underwent halogen transposition from nitrogen to the 3‐N‐alkyl group when their boiling carbon tetrachloride solutions were irradiated.
Regioselective synthesis of 3‐hydroxyisoxazoles and 5‐isoxazolones from β‐amino α,β‐unsaturated esters
Authors: Kashima Choji , Konno Yumiko , Yoshiwara Nobutoshi , Tajima Tadakuni 
Published: March 2009

AbstractThe regioselective synthesis of 3‐hydroxyisoxazoles and 5‐isoxazolones is accomplished by the reaction of β‐amino α,β‐unsaturated esters with hydroxylamine hydrochloride in the presence of appropriate bases. The total yield of isoxazole derivatives is sensitively influenced on the β‐substituent group of the esters.
Conformational studies of 5‐substituted 3‐aryl‐1,2,3‐oxathiazolidine 2‐oxides using 13C‐NMR
Authors: Mizuno Takashi , Nishiyama Tomihiro , Nakai Yasushi , Yamada Fukiko 
Published: March 2009

AbstractThe title compounds were prepared and their 13C‐nmr spectra were examined. On the basis of the data for the magnitudes of the γ shifts and the δ effects, four isomeric conformations of the compounds were discussed.
Studies on nitrile imines. Synthesis of some new five‐membered heterocyclics via N‐(2,4‐dinitrophenyl)‐C‐alkyl nitrile imines
Authors: Tewari R. S. , Dixit P. D. , Parihar Miss P. 
Published: March 2009

AbstractReaction of N‐(2,4‐dinitrophenyl)‐C‐alkyl hydrazonyl chlorides with diverse dipolarophiles gave a variety of novel heterocyclics, which are expected to possess biological activities. The ring closure is brought about by a concerted process involving nitrile imine as an intermediate. The structures of the resulting products are supported by nmr and ir spectral data.
Reaction of schiff bases with acrylamides. Synthesis of 2‐oxotetrahydropyridines
Authors: Barluenga José , Muñiz Laudina , Palacios Francisco , Gotor Vicente 
Published: March 2009

AbstractKetimines react with acrylamide and methacrylamide in the presence of aluminium chloride to afford 2‐oxotetrahydropyridines by a C‐alkylation pathway.
Synthesis and reactions of ethyl 3‐acetyl‐8‐cyano‐6,7‐dimethylpyrrolo[1,2‐a]pyrimidine‐4‐carboxylate and related compounds
Authors: Kurihara Takushi , Nasu Keiko , Adachi Yasuko 
Published: March 2009

AbstractThe reactions of 3‐acetyl‐4‐ethoxycarbonyl‐ or 3,4‐diethoxycarbonylpyrrolo[1,2‐a]pyrimidine derivatives7a,b, which were prepared by condensation of the 2‐aminopyrrole (4) with ethyl 3‐ethoxymethylene‐2,4‐dioxovalerate (5a) or ethyl ethoxymethyleneoxaloacetate (5b), with diazomethane are described. Thus, reaction of7a, with diazomethane gave ethyl 2a‐acetyl‐7‐cyano‐2a,3a‐dihydro‐5,6‐dimethyl‐3H‐cyclopropa[e]pyrrolo[1,2‐a]pyrimidine‐3a‐carboxylate (11) in 74% yield, which was readily transformed into the 1‐pyrrol‐2‐yl‐pyrrole (18) by treatment with potassium hydroxide. On the other hand, reaction of7bwith diazomethane afforded three products whose structures were assigned as diethyl 7‐cyano‐2a,3a‐dihydro‐5,6‐dimethyl‐3H‐cyclopropa[e]pyrrolo[1,2‐a]pyrimidine‐2a,3a‐carboxylate (20), 6‐cyano‐7,8‐dimethyl‐3a,3b,5,9a‐tetrahydro‐4H‐aziridino[c]‐1Hor 3H‐pyrazolo[3,4‐e]pyrrolo[1,2‐a]pyrimidine‐3a,9a‐dicarboxylates (21,22). Ring Transformation of20 to 25was not observed.
Thiényl‐ et séléniénylthiocyanates et sélénocyanates. 4. Synthèses de thiéno[2,3‐d]thiazoles, de thiéno[2,3‐e]thiazines et de quelques analogues sélénophéniques
Authors: Paulmier Claude , Outurquin Francis 
Published: March 2009

AbstractDifférents processus sont envisagés afin d'accèder à des thiophénes et des sélénophenes orhto ‐disubstitués possèdant une fonction aminée en position α et un reste sulfuré ou sélénié en position β. La substitution nuc‐léophile de l'ion bromure des bromo‐3 nitro‐2 thiophène et sélénophène par les ions thiocyanate et séléno‐cyanate, dans le diméthylsulfoxyde, est une excellente voie d'accès à ces composés. La réduction du groupe nitré fournit des amines protégées par acylation. Des réactions de cyclisation réalisées sur certains thioethers et thiolesters conduisent à des thiéno[2,3‐d]thiazoles et sélénolo[2,3‐d]thiazoles ainsi qu'à la 4H‐dihydro‐2,3 oxo‐3 thiéno[2,3‐e]thiazines‐1,4 et à son analogue sélénophénique.
An application of the mannich reaction using hydroxylamine and some of its derivatives. 6‐Substituted‐2,4‐diamino‐5,6,7,8‐tetrahydropyrimido[4,5‐dpyrimidines
Authors: Delia Thomas J. , Kirt Diane D. , Sami Salah M. 
Published: March 2009

AbstractHydroxylamine and some of its O‐substituted derivatives (2) have been used as the amine component in Mannich reactions with 2,4,6‐triaminopyrimidine (1). The resulting 6‐substituted tetrahydropyrimido[4,5‐d]‐pyrimidines (3) contain an N‐0 bond linking the substituent to the ring. These results extend the utility of this modified Mannich reaction to otherwise inaccessible substituents. Reaction conditions, spectral data and certain limitations of the reaction are discussed.
Assignments of dissociation constants of primaquine by13C‐NMR spectroscopy
Authors: Hufford Charles D. , Mcchesney James D. , Baker John K. 
Published: March 2009

AbstractThe first and second dissociation constants of primaquine have been determined by titration in acetonitrile‐water mixtures and estimated in pure water by using linear regression analysis. The assignments of dissociation constants were unambiguously achieved by studying the13C nmr spectral data obtained on the mono‐, di‐, and trihydrochloride salts.
Etude de la réaction de l'acétylacétone avec les diamines hétéroaromatiques
Authors: Essassi E. M. , Zniber R. , Bernardini A. , Viallefont PH. 
Published: March 2009

AbstractL'action d'une β‐diacétone telle l'acétylacétone sur un certain nombre d'o‐diamines hétéroaromatiques met en évidence l'influence de la nature de l'o‐diamine de départ sur les produits de la réaction. Lorsque l'o‐diamine de départ est une diamino‐2, 3 ou ‐3, 4 pyridine un seul intermédiaire crotonique cyclisable en imidazo[4, 5‐b]pyridine est obtenu alors qu'à partir de diamino‐1, 5 imidazoles deux réactions concurrentes conduisent aux imidazo[4, 5‐b]pyridines et aux imidazo[1, 5‐b]triazépines; dans le cas des diamino‐3, 4 triazoles, des produits de structure triazolopyridazine peuvent‐ětre synthétisés.
Application of polymer‐bound thiazolium salts to the synthesis of acyloins and benzoins: Effects of solvent and substituents of the thiazolium nucleus
Authors: Karimian Khashayar , Mohanazadeh Farajolah , Rezai Shaheen 
Published: March 2009

AbstractCovalent immobilization of the thiazole nucleus on a chloromethylated polystyrene copolymer results in the formation of a catalytically active thiazolium salt, capable of repeated acyloin and benzoin condensations. The nature of the solvent and the substituents on the thiazolium nucleus has been found to have marked effects of the rate of catalysis.
N‐polylazolylméthanes. III.. Synthèse et étude rmn du proton des dérivés du méthylène‐1,1′ diimidazole et du méthylène‐1,1′ dibenzimidazole
Authors: Claramunt Rosa Maria , Elguero José , Meco Teresa 
Published: March 2009

AbstractUn certain nombre de sels quaternaires du méthylene‐1,1′ diimidazole et du méthylène‐1,1′ dibenzimidazole ont été préparés et étudiés par résonance magnétique du proton comparativement aux sels quaternaires de méthyl‐1 imidazole et méthyl‐1 benzimidazole. L'effet des chélates d'europium ainsi que des expériences d'effet overhauser nucléaire ont été utilisées pour l'attribution des protons.
Hydrazination of pyridazines and phthalazines
Authors: Counotte‐Potman A. , Van Der Plas H. C. 
Published: March 2009

AbstractIt is shown by15N‐labelling techniques that hydrazination of pyridazines partly occurs according to a reaction pathway, involving addition of the nucleophile (hydrazine), ring opening and ring closure (SN(ANRORC)‐mechanism). It is also proved that phthalazines undergo hydrazination without ring opening (SN(AE)‐mechanism).
Chemical and X‐Ray crystallographic characterization of the reaction products in the 1,3‐dipolar cycloaddition of diazomethane to p‐toluquinone
Authors: Conway Gregory A. , Loeffler Larry J. 
Published: March 2009

AbstractThe product 2 in the 1,3‐dipolar cycloaddition of one equivalent of diazomethane to p‐toluquinone (1) was determined by 250 MHz nmr spectra to be approximately 85% 6‐methyl‐1‐H‐indazole‐4,7‐dione (2b). X‐ray crystallographic analysis was employed in the characterization of 1,6‐dimethyl‐1‐H‐indazole‐4,7‐dione (4a), which was the major 1‐N‐methyl regioisomer in the methylation of the cycloaddition mixture 2 with diazomethane. Methylation of the cycloaddition product 2 with diazomethane also provided a regioisomeric mixture of the 2‐N‐methyl derivatives 5. This mixture was synthesized for characterization by an independent method which utilized the cycloaddition of 3‐methylsydnone (10) to toluquinone (1). 1,5,6‐Trimethyl‐1‐H‐ind‐azole‐4,7‐dione (9) was found to be a minor product in the reaction of diazomethane with the cycloaddition product 2.
3,3′‐Oxybispyridine and the polarographic reduction of 1,1′‐dimethyl‐3,3′‐oxybispyridinediium diiodide
Authors: Barker David J. , Summers Lindsay A. 
Published: March 2009

Abstract3,3′‐Oxybispyridine is prepared by reaction of 3‐hydroxypyridine with 3‐bromopyridine and converted to the 1,1′‐dimethyl diquaternary salt with methyl iodide. The salt is reduced polarographically by a one electron transfer not involving hydrogen to an unstable radical cation at a potential (Eo) of −0.81 V in the pH range 6.3‐12.0.
The use of 2‐0xazolidinone as a latent aziridine equivalent. I. A facile method for the preparation of 2‐substituted oxazolines
Authors: Poindexter Graham S. 
Published: March 2009

AbstractRing‐opening reaction of 2‐oxazolidinone with acid chlorides followed by treatment with aqueous sodium hydroxide yields 2‐substituted oxazolines.
Synthesis of some benzimidazole‐ and benzothiazole‐derived ligand systems and their precursory diacids
Authors: Addison Anthony W. , Rao T. Nageswara , Wahlgren Curtis G. 
Published: March 2009

AbstractProcedures are described for the preparation of various bidentate and linear tetradentate benzimidazoles and benzothiazoles incorporating units such as pyridyl and thioether, and for the preparation of certain thioether dicarboxylic acids precursory to them. Condensations of ortho‐functinal anilines with carboxylic acids were carried out in polyphosphoric acid or refluxing HCl solution. Syntheses are reported for: [HO2C(CH2)2S(CH2)2]2X (X = O, S), 1,9‐bis(benzimidazol‐2‐yl)‐2,5,8‐trithianonane, 1,11‐bis(N‐methylbenzimidazol‐2‐yl)‐3,6,9‐trithiaundecane, 1,11‐bis(2‐benzimidazol‐2‐yl)‐6‐oxo‐3,9‐dithiaundecane, 2‐(2‐pyridyl)benzothiazole, 2,6‐bis(benzothiazol‐2‐yl)pyridine, 2‐(2‐pyridyl)‐N‐methylbenzimidazole, 2‐(2‐pyridylmethyl)benzimidazole and 2‐(N‐methyl‐2‐piperidyl)benzimidazole. The compounds were characterized, where appropriate, by their mass, uv and 1H‐nmr spectra.
Synthesis of 3,4‐dihydrothioxanthene‐1,9‐dione analogs as potential antimalarial agents
Authors: Hung Jocelyn , Mcnamara Dennis J. , Werbel Leslie M. 
Published: March 2009

Abstract7‐Chloro‐3‐(2,4‐dichlorophenyl)‐3,4‐dihydro‐1H‐thioxanthene‐1,9 (2H)‐dione (10), and a variety of analogs and derivatives were prepared as sulfur isosteric analogs of the acridinedione antimalarial agent, floxacrine. The compounds were devoid of antimalarial activity against P. berghei in mice.
Propriétés de la benzopyranno[1][2,3‐b]quinoxalinone‐12
Authors: Vinot Nicole , Bellec Christian , Maitte Pierre 
Published: March 2009

AbstractLa coupure, en milieu alcalin, de la benzopyranno[1][2,3‐b]quinoxalinone‐12 conduit à l′(o‐hydroxybenzoyl)‐3 1H‐quinoxalinone‐2. Cette cétone réagit avec l′hydroxylamine et avec la phénylhydrazine pour donner, selon les conditions de la réaction, soit les dérivés caractéristiques attendus, soit ceux de la benzopyrannoquinoxalinone. La réduction de la benzopyranno[1][2,3‐b]quinoxalinone‐12 n'est pas réalisable par les méthodes chimiques. Par contre, par voie électrochimique, il est possible d'accéder à un composé dihydrogéné sur le noyau pyrazinique.
Benzo[b]thiophene derivatives. XXVII. 5‐methoxy‐6‐halo‐3‐β‐acetamidoethylbenzo[b]thiophenes, blocked analogs of melatonin
Authors: Campaigne E. , Kim Chung S. 
Published: March 2009

AbstractThe preparation of the 6‐fluoro and 6‐chloro analogs of the title compound is described, in a seven‐step synthesis giving 30‐40% overall yields. All intermediates have been isolated and characterized, including important by‐products, such as the corresponding benzo[b]thienyl‐3‐acetic acids, and 3‐methylbenzo[b]thiophenes. Cyclization of the 3‐halo‐4‐methoxyphenylthioacetoacetic esters gave moreortho‐cyclization in the chlorine case than was observed for the fluorine derivative. The title compounds were shown to have weak antiovulatory action, with the fluoro analog most active.
Reaction of tropone hydrazones with heterocumulenes such as isocyanate, ketene, and sulfene
Authors: Kajigaeshi Shoji , Matsuoka Shingo , Kanemasa Shuji , Noguchi Michihiko 
Published: March 2009

AbstractTropone benzoyl‐ and tosylhydrazones underwent the [8+2] cycloaddition reaction with isocyanates to afford the cyclohepta[d]imidazolin‐2‐one derivatives. This means that these hydrazones behaved as 8‐amino‐8‐azaheptafulvenes. Also, the tropone hydrazones reacted with phenylketene and phenylsulfene in more complicated manners.
Nitration of 5,6,7,8‐tetrahydro‐5,8‐methanoisoquinoline N‐oxide with other aromatic substitutions. Isolation and mutagenicity of an α‐nitropyridine N‐oxide
Authors: Tanida Hiroshi , Irie Tadashi , Wakisaka Yoshiharu 
Published: March 2009

AbstractTreatment of 5,6,7,8‐tetrahydro‐5,8‐methanoisoquinoline N‐oxide (2) with fuming nitric acid afforded 3‐nitro‐5,6,7,8‐tetrahydro‐5,8‐methanoisoquinoline N‐oxide (3), an example of formation of an α‐nitropyridine N‐oxide derivative by nitration of N‐oxides. Further reaction of 3 resulted in deoxygenation giving 3‐nitro‐5,6,7,8‐tetrahydro‐5,8‐methanoisoquinoline (4). No aromatic nitration was observed by similar treatment of 5,6,7,8‐tetrahydro‐5,8‐methanoisoquinoline (1) or 5,6,7,8‐tetrahydroisoquinoline N‐oxide (11). Some other aromatic substitutions with 1 and 2 were caried out to obtain mainly the 3‐substituted derivatives. Significant mutagenicity of 3 is briefly reported.
Studies on pyrrolidinones. A convenient synthesis of 5‐cyano‐2‐pyrrolidinone derivatives
Authors: Rigo Benoǐt , Lespagnol Charles , Pauly Marc 
Published: March 2009

AbstractThe reaction of 2‐pyrrolidinone‐5‐carboxamide (pyroglutamide) with trimethylchlorosilane and zinc chloride as a catalyst afford in one step a 91% yield of N‐trimethylsilylpyroglutamic acid nitrile whose acylation gives N‐acyl compounds 2b,c.
Synthesis of aldehyde and carboxylic acid derivatives from 2‐hydroxymethyl‐3‐hydroxy‐4H‐pyran‐4‐one (α‐hydroxymaltol)
Authors: Looker James H. , Cliffton Michael D. 
Published: March 2009

Abstractα‐Hydroxymaltol (2‐hydroxymethyl‐3‐hydroxy‐4H‐pyran‐4‐one) (1) has been converted to the 3‐O‐methyl ether 2 and 3‐O‐p‐nitrobenzyl ether 4 by standard methods. The ethers 2 and 4 have been oxidized by barium manganate to the corresponding aldehydes, 3 and 5, in 91 and 77% yields respectively. Long‐term reaction of 5 with hydrogen bromide in acetic acid gives 3‐hydroxy‐4H‐pyran‐4‐one‐2‐carboxaldehyde (6). The aldehyde 3 is readily oxidized by short‐term reaction with silver oxide to the corresponding acid 7.
Ring contraction of a 5‐acetylpyrimidine into pyrazoles by the action of substituted hydrazines in acidic medium
Authors: Menichi Gabriel , Boutar Mohamed , Kokel Bruno , Takagi Kaname , Hubert‐Habart Michel 
Published: March 2009

AbstractWe have found previously that two 5‐acetyl‐4‐methylpyrimidines could be transformed by aminoguanidine hydrochloride into 4‐acetyl‐1‐amidino‐3‐methylpyrazolyl amidinohydrazone dihydrochloride. This reaction beside the fact that it led to a molecule closely related to the antitumor drug M.G.B.G. pointed out to a new possibility of ring contraction of pyrimidines into pyrazoles. We attempted therefore to study the possibility of extending this transformation to other substituted hydrazines and to define more accurately the conditions of this reaction as well as to prepare new potential anticancer drugs.
A facile synthesis of novel 1‐aryl‐1H‐pyrazolo[3,4‐b]quinoxalines
Authors: Kurasawa Yoshihisa , Yamazaki Kaoru , Tajima Setsuko , Okamoto Yoshihisa , Takada Atsushi 
Published: March 2009

AbstractThe reactions of 3‐methyl‐2‐oxo‐1,2‐dihydroquinoxaline 3 with chlorophenyl diazonium salts afforded the hydrazones 4a‐c, whose chlorinations with phosphoryl chloride gave the dichlorides 5a‐c. Refluxing of the dichlorides 5a‐c and base in N,N‐dimethylformamide provided the 1‐aryl‐1H‐pyrazolo[3,4‐b]quinoxalines 6a‐c.
Syntheses of β‐hydroxyselenides and selenides from 1,2,3‐selenadiazoles: Selenophilic reaction of phenylmagnesium bromide on α‐selenoketones
Authors: Ganjian I. , Dimeo S. V. , Gomez L. A. , Lalezari I. 
Published: March 2009

Abstractα‐Selenoketones were prepared starting from 1,2,3‐selenadiazoles and α‐haloketones and were reduced to corresponding β‐hydroxyselenides. The action of phenylmagnesium bromide on α‐selenoketones was studied. Selenium was the site of nucleophilic attack by Grignard reagent.
Ring transformation of 4‐amino and 4‐N‐(substituted)amino‐1H‐1,5‐benzodiazepine‐3‐carbonitriles with hydroxylamine. A new synthesis of benzimidazolidine and isoxazole derivatives
Authors: Okamoto Yoshihisa , Takagi Kaname 
Published: March 2009

AbstractThe reaction of 4‐amino‐1H‐1,5‐benzodiazepine‐3‐carbonitrile 1 with hydroxylamine provided the ring‐opened hydroxylamine adduct 2 which was converted to 2‐benzimidazolidinylidene‐3‐hydroxyiminopropio‐nitrile 4 in hydrochloric acid. The reaction of 4‐ethoxycarbonylamino‐1H‐1,5‐benzodiazepine‐3‐carbonitrile 6a or N‐(3‐cyano‐1H,5‐benzodiazepin‐4‐yl)‐N′‐ethylurea 6b with hydroxylamine afforded 5‐(o‐aminoanilino)‐4‐cyanoisoxazole 3 which underwent a facile rearrangement into 4 with a base.
1‐Arylsulfonylamino‐1,2,3‐triazole derivatives from functionalyzed 1,2‐cyclohexanediones
Authors: Benedetti F. , Bozzini S. , Forchiassin M. , Nardin G. , Pitacco G. , Russo C. , Valentin E. 
Published: March 2009

AbstractThe heterocyclization reaction of arylsulfonylhydrazones from alkyl substituted 1,2‐cyclohexanediones is sensitive to the steric requirements of the alkyl groups. A mechanism for the cyclization in acidic medium is also reported.
NMR study of 1‐azatricyclo[3.3.1.13‐7]decane derivatives
Authors: Fernandez M. J. , Galvez E. , Lorente A. , Iriepa I. , Soler J. A. 
Published: March 2009

Abstract1‐Azatricyclo[3.3.1.13‐7]decan‐4‐one (4‐oxo‐1‐azaadamantane) and 1‐azatricyclo[3.3.1.13‐7]decane‐4‐α(β)‐ol (4‐α‐(β)‐hydroxy‐1‐azaadamantane) have been studied by 1H and 13C nmr methods. From this study several stereo and stereoelectronic effects have been deduced. The complete proton and carbon chemical shift assignments for the title compounds have been made, with the aid of two‐dimensional nmr techniques.
Differences in reactions of vinyl derivatives of pyrrole and thiophene with acetylenic esters
Authors: Lee Chang Kiu , Ahn Yu Mi 
Published: March 2009

Abstract1‐Methyl‐2‐vinylpyrrole and 2‐vinylthiophene showed remarkable differences in reactivity and regioselectivity upon reaction with methyl propiolate, respectively forming dimethyl 1‐methylindole‐4,7‐dicarboxylate and dimethyl benzo[b]thiophene‐4,6‐dicarboxylate. 1‐Methyl‐2‐(1‐propenyl)pyrrole reacted with dimethyl ace‐tylenedicarboxylate to give Diels‐Alder and Michael‐type adducts. On the other hand, 2‐(1‐propenyl)thiophene gave a 1:2 adduct which results via an initial cycloaddition and subsequent ene reaction.
Synthesis of a novel heterocyclic system: 2‐oxo‐1,3‐dioxolo[4,5‐c]pyridine‐6‐carboxylic acid, phenylmethyl ester
Authors: Singh Janak , Kissick Thomas P. , Mueller Richard H. 
Published: March 2009

AbstractThe synthesis of heterobicyclic carbonate 4 and its conversions to the mixed carbonate 5 and carbamate 6 are described.
Benzimidazole condensed ring systems. 4. New approaches to the synthesis of substituted pyrimido[1,6‐a]‐benzimidazole‐1,3(2H,5H)‐diones
Authors: Badawey El‐Sayed A. M. , Rida Samia M. , Soliman Farid S. G. , Kappe Thomas 
Published: March 2009

AbstractThe synthesis of some substituted 1,3‐dioxopyrimido[1,6‐a]benzimidazole‐4‐carbonitriles 6a,b and 4‐ethyl carboxylates 6c,d through condensation of 1H‐benzimidazole‐2‐acetonitriles 3a,b and ethyl 1H‐benzimidazole‐2‐acetates 3c,d, respectively, with ethoxycarbonyl isocyanate 4 are reported. The esters 6c,d were also obtained by condensing 3c, or d with chlorosulfonyl isocyanate 7. The alkylation of 5 and 6 with trimethyl or triethyl phosphate 9a, or b to obtain the N,N‐dialkyl derivatives 10a‐e and 11 are also described. Representative compounds were tested against P‐388 lymphocytic leukemia in mice and for herbicidal and plant fungicidal activities but were inactive.