bluuebunny/crossref_metadata_2025_split huggingface dataset:
The synthesis of covalently linked tetraarylporphyrin dimers
Authors: Little Robert G. 
Published: April 2009

AbstractA new and general synthesis of porphyrin dimers is described. The synthesis involves the reaction of dibromoalkanes with phenolic porphyrins, such as 5(4‐hydroxyphenyl)‐10,15,20‐tritolylporphyrin, to form σ‐bromoalkyl porphyrin ethers. The latter compounds are then reacted with a second phenolic porphyrin to give porphyrin dimers. A mixed metalloporphyrin dimer has been prepared which contains both V(IV) and Cu(II). The compounds have been examined spectroscopically. The free‐base porphyrin dimers show a splitting of the intense Soret band. This is interpreted as indicative of weak singlet energy transfer between the covalently linked porphyrins.
Synthesis of s‐triazolocycloalkyl‐, s‐triazolobenzocycloalkyl‐, and s‐triazolocycloalkylhydrothiadiazines
Authors: Albrecht William L. , Jones Winton D. , Sweet F. William 
Published: April 2009

AbstractThe reaction of cyclic‐α‐haloketones with 5‐subslituted‐4‐amino‐4H‐1,2,4‐triazole‐3‐lhiols gave s‐triãzolocycloalkylhydrothiadiazines and s‐triazolobenzocycloalkylthiadiazines. Reduetion of the 5,5a‐imine bond of the s‐triazoloeycloalkylthiadiazines gave s‐triazolocycloalkylhydrothia‐diazines.
Hétérocyclisations intramoléculaires par réaction d'oxymercuration III. Régiosélectivité et stéréosélectivité de l'oxymercuration intramoléculaire de phénols orthoallyliques
Authors: Spéziale V. , Dao H. G. , Lattes A. 
Published: April 2009

AbstractL'oxymercuration intramoléculaire cyclisante de phénols orthoallyliques diversement sub‐stitués sur la chaǐne allylique a été réalisée. La formation d'hétérocycles α cinq chaǐnons est la seule généralement observée sauf lorsque le carbone terminal est substitué. Dans ce dernier cas, l'influence du solvant et du sel mercurique sur la formation de cycles à cinq et à six chaǐnons a été examinee.
Preparation of some 3‐hydroxy‐ and 3‐mercapto‐1,2,4‐triazoles. Reaction of aliphatic selenone esters with semicarbazide and thiosemicarbazide derivatives
Authors: Cohen Victor Israel 
Published: April 2009

AbstractThe synthesis, mass and nrnr spectra of a number of 3‐hydroxy‐ and 3‐mercapto‐1,2,4‐triazoles has been described.
Synthesis of the alkaloid thalactamine and a new synthesis for the alkaloid N‐methyl‐6,7‐dimethoxy‐1(2H)isoquinolone
Authors: Belgaonkar Vasant H. , Usgaonkar R. N. 
Published: April 2009

AbstractThe alkaloid thalactamine (N‐methyl‐5,6,7‐trimethoxy‐1(2H)isoquinolone) was synthesised in two steps from 4,5,6‐trimethoxyhomophthalic acid (1a). Heating la with DMF/POCI3 at 100° furnished thalactamine‐4‐earhoxylic acid which was easily decarboxylated to give the alkaloid thalactamine. By the same two steps, the alkaloid N‐methyl‐6,7‐dimethoxy‐1(2H)‐isoquinolone is obtained from 4,5‐dimethoxyhomophthalic acid. Synthesis for la from 2‐bromogallic acid trimethyl ether was modified to give excellent yield. 5,6,7‐Trimethoxy and 6,7‐dimethoxyisocoumarin‐4‐carboxylic acid esters were synthesised from the homophthalic acids 1a and b by interacting them with DMF/phosphoryl chloride at 0°, to give corresponding 4‐(N,N‐dimethylaminoformylidene)isochroman‐1,3‐dione derivatives Vla and b and treating their alcoholic solutions with dry hydrogen chloride gas. The isocoumarins were converted into N‐methyl‐1(2H)isoquinolonesby treating them with aqueous methylamine. The isochromandione Vla slowly changed into 3‐chloro‐4‐formyl‐5,6,7‐trimethoxyisocoumarin during the working up of the reaction.
The synthesis of macrocyclic ether‐esters, thioether‐esters, and ether‐thiolesters with the oxalyl moiety
Authors: Fore Paul F. , Bradshaw Jerald S. , Nielsen Steven F. 
Published: April 2009

AbstractA new series of macrocyclic polyether‐diesler compounds (3‐12) have been prepared by treating various oligoethylene glyeols or mercaplans with oxalyl chloride. The compounds prepared were: 1,4,7,10,13‐pentaoxacyclopentadecane‐2,3‐dione (3), 1,4,7,1 3‐tetraoxa‐10‐thiacyclopenta‐decane‐2,3‐dione (4), 1,4,10‐lrioxa‐7,13‐dithiacyclopenladecane‐2,3‐dione (5), 1,4,7,10,13,16‐hexaoxacyclooctadecane‐2,3‐dione (6), 1,4,7,10,13, 16‐hexaoxacyclooctadecane‐2,3,11,12‐tetra‐one (7), 1,4,10,13‐tetraoxa‐7,16‐dithiacyclooctadecane‐2,3,11,12‐tetraone (8), 7,16‐dioxa‐1,4, 10,13‐letralhiacyclooctadecane‐2,3,11,12‐tctraone (9), 1,4,7,10,13,16‐hexathiacyclooctadecane‐2,3,11,12‐tetraone (10), 1,4,7,10,13,16,19‐heptaoxacyclohencicosane‐2,3‐dione (11), and 1,4,7, 10,13,16,19,22‐octaoxacyclolelracosane‐2,3,14,15‐letraone (12).
Heterocyclic fused tropylium ions VII. On the synthesis of 9H‐dithieno[2,1 ‐b:4,5‐c′]tropylium fluoborate and 4H‐dithieno[1,2‐b:4,5‐c′]tropylium fluoborate
Authors: Yom‐Tov Baruch , Cronowitz Salo 
Published: April 2009

Abstract9H‐Dithieno[2,1 ‐b:4,5‐c′]tropylium ion (III) and 4ii‐dithieno[1,2‐b:4,5‐c′]tropylium ion (IV) have been synthesized by ring‐closure of 1‐(4‐carboxy‐3‐thienyl)‐2‐(3′‐thienyl)ethane (IX) and 1‐(4‐carboxy‐3‐thienyl)‐2‐(2′‐thienyl)ethane (XVI), respectively, followed by bromination‐debrom‐ination to 9H‐cyclohepta[2,1‐b:4,5‐c′] dithiophen‐9‐one (XI) and 4H‐cyclohepta[1,2‐b:4,5‐c′]‐dithiophen‐4‐one (XVIII), and finally by reduction and hydride transfer. The tropylium ions III and IV were less stable than the [b,b′]‐fused isomers previously studied.
Synthesis of 3‐aryl‐4‐oxothiazolin‐2‐yl(4‐ethoxy‐3‐methoxy)phenyl hydrazones as possible anticonvulsants
Authors: Dimri A. K. , Parmar S. S. 
Published: April 2009

AbstractSeveral 3‐aryl‐4‐oxo‐thiazolin‐2‐yl(4‐ethoxy‐3‐methoxy)phenyl hydrazones were synthesized and evaluated for their anticonvulsant activity. Three of these substituted hydrazones provided 80% protection against pentylenetetrazol‐induced convulsions in mice.
Synthèse de flavones et de xanthones dans la série du benzo[4,5]thiophène
Authors: Netchitailo P. , Decroix Bernard , Morel Jean , Pastour Paul 
Published: April 2009

AbstractNous décrivons les premières synthèses d'aryl‐2 benzo[4,5]thiéno[2,3‐b]pyrannone‐4 et d'aryl‐2 benzo[4,5]thiéno[3,2‐b] pyrannone‐4 à partir du benzo[4,5]thiophène, et étendons ces cyclisations pour obtenir des hétérologues des xanthones.
5‐Vinylpyrimidines. Synthesis via organopalladium intermediates
Authors: Arai Isamu , Daves G. Doyle 
Published: April 2009

AbstractReactions of 1,3‐dimethyl‐5‐iodouracil or 2,4‐dimethoxy‐5‐iodopyrimidine with vinyl acetate in the presence of a catalytic amount of diacetato‐bis (triphenylphosphine) palladium (II) resulted in good yields of the corresponding 5‐vinylpyrimidines. The reactions are viewed as resulting from regioselective addition of an initially formed 5‐pyrimidinyl palladium species to the double bond of vinyl acetate followed by elimination of a palladium acetate with regeneration of the double bond and formation of the 5‐vinylpyrimidine product.
Cyclization of 1‐substituted‐3‐thiosemicarbazides to triazole derivatives under alkaline conditions
Authors: Altland Henry W. , Graham Patricia A. 
Published: April 2009

AbstractUnder both weakly and strongly alkaline conditions, 1‐alkyl‐2,5‐dithiobiureas (1‐alkyl‐thiocarbamoyl‐3‐thiosemicarbazides) form 4‐alkyl‐5‐amino‐1,2,4‐triazoline‐3‐thiones and 4‐alkyl‐1,2,4‐triazolidine‐3,5‐dithiones in varying proportions. 1‐Alkoxythiocarbonyl‐3‐thiosemicarbazides expel hydrogen sulfide under weakly basic conditions to form the corresponding 5‐alkoxy‐1,2,4‐triazoline‐3‐thiones. In a strongly alkaline environment, however, these alkoxy‐thiocarbonyl thiosemicarbazides eliminate alcohol to form the appropriate 1,2,4‐triazolidine‐3,5‐dithiones. 1‐Alkoxycarbonyl‐3‐thiosemicarbazides eliminate alcohol in both weakly and strongly basic media to give 5‐thiono‐1,2,4‐triazolidine‐3‐ones. Cyclization mechanisms of these thiosemicarbazides are postulated.
Aromatic systems with 10 π electrons derived from 3a‐azapentalene. XXVIII. Electronic and molecular structure of the pyrazolo[1,5‐d]tetrazole system
Authors: Alcalde Ermitas , Claramunt Rosa Maria , Elguero José , Huber Carol P. Saunderson 
Published: April 2009

AbstractThe molecular structure of 1,6‐dimethyl‐7‐ethoxycarbonylpyrazolo[1,5‐d]tetrazole, a 3a‐azapentalene derivative having only nitrogens as ring heteroatoms, has been determined by X‐ray dif‐raction. The compound crystallizes in the space group P21/a with four molecules in a unit cell of dimensions a = 10.184, b = 28.827, c = 4,090 Å, β = 123.37°. The structure, which was solved by direct methods and refined to a final value of R = 0.039, shows a clear difference in bond localization in the two fused rings, in agreement with CNDO/2 calculations. The position of the N‐methyl group corroborates an empirical rule based on pmr.
Preparation of 5‐substituted‐ and 3,5‐disubstituted‐s‐triazolo[4,3‐a]pyridines
Authors: Schneller S. W. , Bartholomew D. G. 
Published: April 2009

AbstractCyclization of N‐acyl‐N′‐(6‐chloropyrid‐2‐yl)hydrazines (2a‐2e) with phosphorus oxychloride has produced several 5‐chloro‐s‐triazolo[4,3‐a]pyridines (3a‐3e). Nucleophilic displacement of the chlorosubstituent of 5‐chloro‐s‐triazolo[4,3‐a]pyridine (3a) availed the 5‐ethoxy (4a) and 5‐thioethoxy (4b) derivatives and di(s‐triazolo[4,3‐a]pyrid‐5‐yl)sulfide (8) while reaction of 5‐ethylsulfonyl‐s‐triazolo[4,3‐a]pyridine (4d) with potassium hydroxide yielded the 5‐hydroxy/5‐one system (4c or 6). Further reaction of 3a with bromine to give 3‐bromo‐5‐chloro‐s‐triazolo‐[4,3‐a]pyridine (3g) has provided the corresponding 3‐cyano‐ and 3‐carboxamido‐5‐chloro‐s‐triazolo[4,3‐a]pyridine derivatives (3h and 3i). Treatment of 6‐chloro‐2‐hydrazinopyridine (1) with cyanogen bromide has provided 3‐amino‐5‐chloro‐s‐triazolo[4,3‐a]pyridine (3f) which, with bromoacetaldehyde dimethyl acetal, transformed into 7‐chloroimidazo[1,2‐b]‐s‐triazolo[4,3‐a]‐pyridine (7). Finally, attempts at cyclizing N‐oxalyl‐N′‐(6‐chloropyrid‐2‐yl)hydrazine derivatives (2g‐2i) with intentions of preparing various 3‐acyl‐5‐chloro‐s‐triazolo[4,3‐a]pyridines for entry into other 3,5‐disubstituted systems were unsuccessful.
The insertion and extrusion of heterosulfur bridges. VIII. Dibenzothiophene from biphenyl and derivatives
Authors: Klemm L. H. , Karchesy Joseph J. 
Published: April 2009

AbstractSulfur bridging of biphenyl (4), 4‐methylbiphenyl, and the biphenylthiol isomers (7) to yield dibenzothiophene (3) is effected by means of hydrogen sulfide, benzene (solvent), and a sulfided cobaltous oxide‐molybdic oxide‐alumina (CMA‐1) catalyst at 450° in a flow system. Alumina also catalyzes a number of these transformations. The possibility that compounds 7 (especially the 2‐isomer) are intermediates in the conversion 4 → 3 is noted.
Chemistry of the phenoxathiins IV. Synthesis of 9‐substituted 1 ‐azaphenoxathiins
Authors: Martin Gary K. , Turley James C. 
Published: April 2009

AbstractIn an extension of recently reported syntheses of the I‐azaphenoxathiin nucleus as well as several 7‐substituted analogs, the synthesis of several 9‐substituted members of this series is now reported. In addition, the first 13C‐nmr spectral evidence of an interaction between a sulfur atom and the oxygen of an ortho‐nilro group which has been previously observed only in X‐ray erystallographic studies is also described. The possible consequences of this interaction on the reaction pathway leading to the cyclization of the 9‐substituted J‐azaphenoxathiin nucleus is also presented.
Studies on pyrazines. 4.. The synthesis of 2‐hydroxy‐6‐phenylpyrazine and its derivatives
Authors: Sato Nobuhiro 
Published: April 2009

AbstractThis report describes a new method for the preparation of 2‐hydroxy‐6‐phenylpyrazine (1). Amino acetal 5 was converted to glycyl amino acetal 7 by two steps in excellent yield. Cycliza‐tion of 7 to 1 was accomplished in 33% yield by refluxing in acetic acid followed by oxidation with manganese dioxide. Compound 1 was also prepared by hydrolysis of amino‐ and methoxy‐pyrazines 3 and 15, derived from 2‐hydroxy‐5‐phenylpyrazine (2) and the 2‐amino homologue 4, respectively, and by decarboxylation of 2‐hydroxy‐5‐phenylpyrazinecarboxylic acid (19).
The synthesis and ring opening of N‐substituted‐2‐oxo‐6‐azaspiro[2,5] octanes
Authors: Popp Frank D. , Watts Raymond F. 
Published: April 2009

AbstractN‐Substituted‐4‐piperidones have been reacted with trimethyl sulfoxonium iodide to give the title compounds. These undergo ring opening with lithium aluminum hydride‐aluminum chloride to give piperidine‐4‐methanols which were converted to the chloromethylpiperidines.
Chemistry of adamantane. Part XI 1,2‐Disubstituted adamantanes. Synthesis and reactions of adamantano[2,1‐b]‐ and protoadamantano‐[4,5‐b] [1,5]benzodiazepines
Authors: Chakrabarti Jiban K. , Hotten Terrence M. , Tapper David E. 
Published: April 2009

AbstractThe synthesis and reactions of adamantano[2,1‐b]‐and protoadamantano[4,5‐b] [ 1,5]benzo‐diazepines are described. 12,13‐Dihydro‐1 1aH‐protoadamantano[4,5‐b ] [ 1,5]benzodiazepin‐12‐one (15) rearranged to 2,3‐dihydro‐l‐(protoadamant‐4‐en‐4‐yl)benzimidazol‐2‐one (22). This rearrangement does not proceed with 2‐fluoro‐5,5a,12,13‐tetrahydroadamantano[2,1‐b][ 1,5]‐benzodiazepin‐12‐one (2c) under similar conditions due to its inability to form an olefinic bond at C5a. A convenient method for the α‐carboxylation of ketones using lithium düsopropylamide is also described.
Chemistry of the phenoxathiins V. Correlation of the crystal and molecular structure with pharmacologic activity associated with 7‐ and 8‐chloro‐l‐azaphenoxathiin
Authors: Martin Gary E. , Turley James C. , Korp James D. , Bernal Ivan 
Published: April 2009

AbstractThe crystal and molecular structure of the 7‐ and 8‐chloro analogs of the 1‐azaphenoxathiin system are described. In contrast to previous compounds possessing antipsychotic type activity, the title compounds are both nearly planar, and demonstrate significant substituent location sensitivity, with the 7‐chloro analog exhibiting significant biologic activity while the 8‐chloro isomer is nearly devoid of activity. The relationship of these compounds to the isosterically related phenothiazines in terms of design and molecular geometry considerations is also described.
Un nouvel hétérocycle telluré: le benzisotellurazole‐1,2. 2. Structure cristalline et moléculaire du benzisoselenazole‐1,2 et du benzisotellurazole‐1,2
Authors: Campsteyn Henri , Dupont Léon , Lamotte‐Brasseur Josette , Vermeire Marcel 
Published: April 2009

AbstractLa détermination de la structure cristalline du benzisoselenazole‐1,2 et du benzisotellurazole‐1,2 a permis d'expliquer les proprietes physiques inattendues (point de fusion et solubilité) du dernier composé. Les anomalies observées résultent de l'existence, dans I'empilement du dérivé telluré, de liaisons intermoléculaires Te … N extrěmement courtes (2.4 Å).
Réaction d'horner‐wittig: Synthése de vinylsulfones à partir d'aldéhydes et de cétones hétérocycliques
Authors: Fillion Houda , Péra Marie‐Hélene , Rappa Jean‐Luc , Luu‐Duc Cuong 
Published: April 2009

AbstractDes vinylsulfones ont été obtenues par réaction de Horner et Wittig entre le carbanion d'un diéthylméthyl‐sulfonométhyl‐phosphonate et un aldéhyde ou une eétone hétérocyclique dans le tetrahydrofuranne. La réactivité des cétones dépend de leur structure et en particulicr de la nature des substituants de l'hétcrocyclc. Les sulfones α, β ethyleniques obtenues à partir des aldéhydes sont des stéreoisomères E; ceux obtenus à partir des cétones sont soit de configuration E, soit des melanges d'isomères E et Z. Leur structure a été déterminée par spectroscopie en rmn.
Reactions of acetylenic ketones with methyl α‐naphthylacetate. A synthesis of l‐amino‐2‐pyridone derivatives
Authors: Al‐Farkh Y. A. , Al‐Hajjar F. H. , El‐Rayyes N. R. , Hamoud H. S. 
Published: April 2009

AbstractReactions of acetylenic ketones (Ia‐f) with methyl α‐naphthylacetate in the presence of sodium methoxide gave the corresponding 6‐aryl‐3‐α‐naphthyl‐4‐phenyl‐2‐pyrones (IIa‐f) which upon refluxing with hydrazine hydrate in ethanol gave the corresponding 1‐amino‐2‐pyridone derivatives (VIa‐f).The structure of the products was established by chemical and spectroscopic evidence.
The insertion and extrusion of heterosulfur bridges. IX: Sulfur bridging in 2‐phenylnaphthalene
Authors: Klemm L. H. , Karchesy Joseph J. , Lawrence Ross F. 
Published: April 2009

AbstractSulfur bridging of 2‐phenylnaphlhalene (3) to form benzo[b ]naphtho[2,1‐d]thiophene (5) (main product) and the isomeric benzo[b]naphtho[2,3‐d]thiophene (4) is effected by means of hydrogen sulfide, benzene (solvent), and a sulfided cobaltous oxide‐molybdic oxide‐alumina (CMA‐1) catalyst at 450–630° in a flow system (maximum yield 33% at 500°). The low yield is ascribed to decompositions of both 4 and 5 under reaction conditions.
Mass spectral fragmentation patterns of heterocycles Part 1. 1,4‐Benzodioxans
Authors: Caputo James F. , Martin Arnold R. 
Published: April 2009

AbstractThe mass spectral fragmentation pattern of a series of substituted 1,4‐benzodioxans is reported. The 2,3‐disubstituted compounds show a characteristic fragment peak at mass 121. The 2‐monosubstituted compounds do not show this as fragment peak. The mass peak at 121 has been assigned the empirical formula of C7 H5 O2.
The use of α‐(aryl)‐4‐morpholineacetonitriles (masked acyl anion equivalents) in 1,4‐additions to α,β‐unsaturated esters and nitriles. A versatile synthetic route to 6‐aryl‐3(2H) pyridazinones
Authors: Albright J. D. , Mcevoy F. J. , Moran Daniel B. 
Published: April 2009

AbstractThe use of α‐(substituted‐phenyl)‐4‐morpholineacetonitriles in 1,4‐additions to ethyl acrylate, ethyl crotonate, methyl α‐methylacrylate, acrylonitrile, methylacrylonitrile, crotononitrile and cinnamonitrile was studied. A convenient route to 6‐aryl‐4,5‐dihydro‐3(2H) pyridazinones from aryl aldehydes and heterocyclic aldehydes was developed.
Etude cinétique de l'ouverture du cycle Δ2 imidazoline par hydrolyse basique
Authors: de Savignac Alain , Kabbage Tariq , Dupin Patrice , Calmon Michelle 
Published: April 2009

AbstractLes cinétiques d'hydrolyse basique de deux Δ2 imidazolines ont été suivies par spectrométrie uv dans la soude et dans le tampon carbonate. Dans les milieux les plus basiques le fait que la vitesse d'hydrolyse soit indépendante du pH est expliqué si l'étape déterminante est l'attaque de l'ion hydroxyle sur la forme protonée du substrat. Dans les milieux moins basiques, un changement d'étape lente intervient, la rupture de l'intermédiaire d'addition de l'ion hydroxyle sur le substrat protoné devenant determinante.
Indolizine derivatives. IX. Preparation of 1‐acylpyrrolo[2,1,5‐cd]indolizines via cycloaddition of 3‐acyloxyindolizines to active ethylenes and acetylenes
Authors: Pohjala Esko K. 
Published: April 2009

Abstract3‐Indolizinyl acetates and propionates 4 react with ethylenic and acetylenic ketones or carboxylic esters to give 1‐acylpyrrolo[2,1,5‐cd]indolizines 5‐12 in excellent yields.
4,5‐Dihydro‐5‐thioxo‐]H‐tetrazoie‐l‐alkanoic and alkanesulfonic acids and their amide derivatives
Authors: Berges David A. , Chan George W. , Polansky Theodore J. , Taggart John J. , Dunn George L. 
Published: April 2009

AbstractHomologous 4,5‐dihydro‐5‐thioxo‐1H‐tetrazole‐l‐alkanoic and alkanesulfonic acids were prepared by reaction of sodium azide with methyl (carboxyalkyl)‐ and (sulfoalkyl) carbamodithioates, respectively. 4,5‐Dihydro‐5‐thioxo‐1H‐tetrazole‐i‐alkanamides were derived from the corresponding alkanoic acids by aminolysis of their acid chlorides or imidazolides. Analogous alkane‐sulfonamides were synthesized by the reaction of methyl [[[(1,1‐dimethylethyl) amino]sulfonyl]‐alkyljcarbamodithioates with sodium azide followed by removal of the 1,1‐dimethylethyl group with trifluoroacetic acid.
Rearrangements en série aza‐2 bicyclo[2.2.2] octénique
Authors: Fleury Jean‐Pierre , Desbois Michel 
Published: April 2009

AbstractLes réarrangements observés sur des dérivés aza‐2 bicyclo[2.2.2]oeténiques substitués sur l'azote par des groupements hydroxytosyloxy ou aeyloxy sont de deux types: une transposition de Wagner‐Meerwein concertée conduisant au système aza‐1 bieyclo[3.2.1]octénique, une coupure du type ré'tro‐aldolisation fournissant une cyclohexénone‐oxime. Ces résultats sont comparés avec ceux observés en série aza‐2 bicyclo[2.2.1]hepténique.
The transformation of saccharin into derivatives of lmidazo[1,2‐b] [1,2]‐benzisothiazole and benzo[g] [1,2,5]thiadiazocine
Authors: Ashby John , Griffiths D. , Paton D. 
Published: April 2009

AbstractReaction of 3‐(2‐hydroxyethylamino) benzo[d]isothiazole 1,1‐dioxide (5a) with thionyl chloride gives a mixture of the expected chloroethyl derivative (5h) and the rearranged saccharin 2‐(2‐aminoethyl)‐3‐oxo‐2,3‐dihydrobenzo[d]isothiazole 1,1‐dioxide hydrochloride (6a). Separate treatment of the chloroethyl compound (5h) with dilute alkali gives the expected cyclization product 2,3‐dihydroimidazo[1,2‐b] [1,2] benzisothiazole 5, 5‐dioxide (7a). Acidification of the liquors of the above reaction yields the ring expanded derivative 6‐oxo‐3,4,5,6‐tetrahydro‐[2H]benzo[g][1,2,5]thiadiazocine 1,1‐dioxide (12f), a representative of a new ring‐system. Treatment of the imidazo derivative (7a) with concentrated hydrochloric acid again yields the N‐substituted saccharin (6a) which upon treatment with alkali also produces the thiadiazocine (12f). In contrast, treatment of the imidazo compound (7a) with alkali leads to attack on the sulphonamide function to give 2‐(2‐imidazolin‐2‐yl)benzenesulphonic acid (8). It is suggested that the multitude of chemical interconversions which can be induced within this series of compounds (Scheme II) can only be accounted for if two separate cyclol intermediates are invoked. Related reactions observed with variously substituted derivatives of the starting saccharin derivative (5a) are discussed as are the spectral properties and chemical reactivity of the new compounds prepared.
Synthesis of triazolo[4,3‐d], tetrazolo[1,5‐a] ‐and quinazolino[3,2‐d] [1,4] benzodiazepines
Authors: Madroñero Ramón , Vega Salvador 
Published: April 2009

AbstractTreatment of 5‐methylmercapto‐1,4‐benzodiazepine (I) with hydrazine hydrate gave the 5‐hydrazino derivative (II, R = H) which, in turn, was conveniently cyclized to the title compounds. Another method for the synthesis of triazolo [4,3‐d] [1,4] benzodiazepines (III) is also described.
Prototropie et synthèses nouvelles dans la série des dihydro‐5,6 hydroxy‐4 pyrones‐2 et pyridones‐2
Authors: Nedjar Bellara , Hamdi Maamar , Périé Jacques , Hérault Valentin 
Published: April 2009

AbstractLa réduction catalytique progressive de la méthyl‐6 hydroxy‐4 pyrone‐2 (1) a mis en evidence quatre étapes et deux dérivés remarquables: l'acide parasorbique (5) actif en biologie, et la méthyl‐6 dihydro‐5,6 hydroxy‐4 pyrone‐2 (2). L'équilibre desmotrope de 2 montre l'importance de la structure énol dont l'hydroxyle est en position 4. L'action des amines primaires sur 2 conduit a des nouvelles dihydro pyridones‐2 N‐arylées 8. Avec la méthylamine on isole une amide intermédiaire 7, après rupture de la liaison 1–2 du cycle. D'autre part, la N‐bromosuccinimide permet les bromations sélectives au site 3 des pyrones et pyridones‐2.
Synthesis of some 3‐EthoxycarbonyI‐5‐hydroxy‐4‐oxo‐2‐pyrroline derivatives from 3(2H)furanones
Authors: Chantegrel Bernard , Gelin Suzanne 
Published: April 2009

AbstractA number of 3‐ethoxycarbonyl‐5‐hydroxy‐2‐methyl‐5‐or‐1,5‐substituted 4‐oxo‐2‐pyrrolines have been prepared, respectively, by the action of ammonium hydroxide or primary aliphatic amines on 2‐arylidene or 2‐N‐acetyl‐N‐arylaminomethylene‐4‐ethoxycarbonyl‐5‐methyl‐3(2H)furanones. The structures of these prepared compounds have been determined by spectroscopic data and chemical means.
Hétérocyclisations intramoléculaires par réaction d'oxymercuration. IV. Obtention d'alcools par fonctionnalisation des organomercuriques
Authors: Benhamou Marie‐Catherine , Etemad‐Moghadam Guita , Spéziale Vincent , Lattes Armand 
Published: April 2009

AbstractLa réaction de réduction‐oxydation appliquée à des composés organomercuriques hétéro‐cycliques oxygénés permet la fonctionnalisation de ces hétérocycles. Des alcools tétrahydro‐furfuryliques sont ainsi obtenus.