bluuebunny/crossref_metadata_2025_split huggingface dataset:
Heterocyclic variants of the 1,5‐benzodiazepine system. VI. Derivatives of 2‐methylthio‐4‐(p‐r‐phenyl)‐3H‐1,5‐benzodiazepines
Authors: Cortés Eduardo , Martínez Roberto , Ugalde Martha , Maldonado Napoleón 
Published: March 2009

AbstractEthyl 3‐[3H‐1,5‐benzodiazepin‐2‐yl]carbazates II were prepared in moderate yields from the title compounds and ethyl carbazate. The compounds II were easily transformed into 1H‐s‐triazolo[4,3‐a][1,5]benzodiazepin‐1‐ones III via a one‐step procedure. Reaction of triazolo‐1,5‐benzodiazepinones III with sodium hydride in methyl iodide gave a mixture of products from which were isolated two compounds IV and V. The structure of all products was confirmed by ir, 1H nmr and mass spectrometry.
Synthesis of new benzofuro and indolobenzoazepin‐6‐ones
Authors: Viti Giovanni , Giannotti Danilo , Nannicini Rossano , Ricci Renzo , Pestellini Vittorio 
Published: March 2009

AbstractThree new tetracyclic structures, containing the azepine ring, were synthesized: 11,12‐dihydro‐6H‐benzofuro[3,2‐c][2]benzoazepine‐6,11‐dione, 5,6,11,12‐tetrahydroindolo[3,2‐c][2]benzoazepine‐6,11‐dione and 11,12‐dihydro‐6H‐benzofuro[3,2‐c][2]benzoazepin‐6‐one.
Synthesis and characterization of alkyl‐, alkenyl‐, acyl‐ and nitrogen‐substituted derivatives of the potent phototoxin α‐terthiophene
Authors: Soucy‐Breau Chantal , Eachern Anita Mac , Leitch Leonard C. , Arnason Thor , Morand Peter 
Published: March 2009

AbstractSome alkyl‐, alkenyl‐, acyl‐ and nitrogen‐ derivatives of α‐terthienyl 1 have been synthesized in an effort to expand the potential insecticidal activity profile of this compound. The introduction of substituents was carried out directly on the α‐terthienyl molecule. Three compounds were isolated in the nitration reaction and the compounds have been identified as 5‐nitro‐2,2′:5′,2″‐terthiophene 5, 3′‐nitro‐2,2′:5′,2″‐terthiophene 6 and 3‐nitro‐2,2′:5′,2″‐terthiophene 7 respectively. Preliminary results of biological acitivity are reported.
Preparation of N,N′‐di pivot lariat 1,4‐diaza‐15‐crown‐5 and 18‐crown‐6 macrocycles
Authors: An Haoyun , Bradshaw Jerald S. , Izaat Reed M. 
Published: March 2009

AbstractTwelve diaza‐15‐crown‐5 and 18‐crown‐6 macrocycles containing different side arms on the nitrogen atoms have been prepared. These diaza‐N,N'‐di pivot lariat crown ethers were prepared either from N,N'‐bishydroxyethyl‐1,4‐diaza‐15‐crown‐5 or 18‐crown‐6 ligands or from the corresponding unsubstituted diaza‐crowns.
Polycyclic N‐hetero compounds. XXXV. Syntheses and anti‐platelet aggregation activity of 5,6‐Dihydro‐4H‐benzo[3,4]cyclohept[1,2‐e]imidazo[1,2‐c]pyrimidines with an oxygen function at the 1‐position
Authors: Sasaki Kenji , Sekiya Yuhki , Nagamatsu Tomohisa , Ohtomo Hiromi , Nakayama Taiji , Hirota Takashi 
Published: March 2009

AbstractVarious 6,7‐dihydro‐5H‐benzo[6,7]cyclohepta[1,2‐d][pyrimidines bearing amino acid group at the 4‐position of the skeleton were synthesized by the reaction of 4‐chloro‐6,7‐dihydro‐5H‐benzo[6,7]cyclohepta[1,2‐d]‐pyrimidine with some amino acid, which were cyclized to 5,6‐dihydro‐4H‐benzo[3,4]cyclohept[1,2‐e]imidazo‐[1,2‐c]pyrimidines, corresponding to B‐homo‐11,13,15‐triazasteroids. Their inhibitory activities against platelet aggregation induced by collagen were also investigated.
PolycyclicN‐hetero compounds.XXXVII. A convenient synthesis and evaluation of anti‐platelet aggregation activity of 1,2,4,5‐tetrahydro[1]‐ benzothiepino[4,5‐e]imidazo[1,2‐c]pyrimidine and its related compounds
Authors: Nagamatsu Tomohisa , Kinoshita Keiichi , Sasaki Kenji , Nakayama Taiji , Hirota Takashi 
Published: March 2009

AbstractA simple and highly efficient methodology for the synthesis of 1,2,4,5‐tetrahydro[1]benzothiepino[4,5‐e]‐imidazo[1,2‐c]pyrimidine (XI) having a novel ring systemvia4‐substituted 5,6‐dihydro[1]benzothiepino‐[5,4‐d]pyrimidinesVII‐Xis described. The anti‐platelet aggregation activity for it and its related compounds against collagen‐induced aggregation of rabbit blood plateletsin vitrowas found.
The preparation of ethyl 7‐chloro‐1‐cyclopropyl‐6‐fluoro‐1,4‐dihydro‐5‐methyl‐4‐oxo‐1,8‐naphthyridine‐3‐carboxylate
Authors: Kiely John S. 
Published: March 2009

AbstractEthyl 7‐Chloro‐1‐cyclopropyl‐6‐fluoro‐1,4‐dihydro‐5‐methyl‐4‐oxo‐1,8‐naphthyridine‐3‐carboxylic acid has been prepared by a route involving masking of the C2,3 double bond through reduction, followed by regioselective deprotonation of the C5 position and methylation and then regeneration of the C2,3 double bond via selenation, oxidation, and syn‐elimination.
Cyclization reactions of 1,3‐dibromopropan‐2‐ol, 2,3‐dibromopropan‐1‐ol and 1‐bromomethyloxirane with 6‐amino‐2,3‐dihydro‐2‐thioxo‐4(1H)‐pyrimidinone
Authors: Pecorari Piergiorgio , Rinaldi Marcella , Costi Maria Paola , Antolini Luciano 
Published: March 2009

AbstractThe cyclization reactions, carried out in strongly‐ or weakly‐basic media, are described. Sometimes, 7‐amino‐2,3‐dihydro‐3‐hydroxymethyl‐5H‐thiazolo[3,2‐a]pyrimidin‐5‐one is separated out, together with 8‐amino‐3,4‐dihydro‐3‐hydroxy‐2H,6H‐pyrimido[2,1‐b][1,3]thiazin‐6‐one, as the principal product. A mechanism of reaction, during which the cyclizating agents are changed into oxirane derivatives, is proposed. The results of single‐crystal X‐ray investigations on 8‐amino‐3,4‐dihydro‐3‐hydroxy‐7‐nitroso‐2H,6H‐pyrimido[2,1‐b][1,3]thiazin‐6‐one (R = 0.035 for 1013 reflections), and on 7‐hydroxymethyl‐6,7‐dihydrothiazolo[3,2‐a][1,2,3]triazolo[4,5‐d]pyrimidin‐9(1H)‐one (R = 0.027 for 1607 reflections) are reported.
Synthesis of trifluoromethylthiazoles and their application to azo dyes
Authors: Tanaka Kiyoshi , Nomura Kazuto , Oda Hitoshi , Yoshida Shouhei , Mitsuhashi Keiryo 
Published: March 2009

Abstract3‐Bromo‐1,1,1‐trifluoropropan‐2‐one (2) reacted with thiourea and N‐monosubstituted thioureas to give the corresponding 4‐trifluoromethylthiazoles, respectively. In the reactions with N,N'‐diphenylthiourea and thioamides, the considerably stable intermediates, 4‐hydroxy‐4‐trifluoromethylthiazoline derivatives 7 and 8, were isolated. The reaction of ethyl 2‐bromo‐4,4,4‐trifluoro‐3‐oxobutanoate (4) with thiourea was carried out under the gentle conditions to give both thiazole‐5‐carboxylate 10 and 4‐hydroxythiazoline 11. The thiazole 10 was applied to the azo dye synthesis and the absorption maxima of thus obtained azo dyes were discussed.
Synthèse et caractérisation de bis acridines pontées en positions 2, 3 ou 4
Authors: Boyer Gérard , Galy Jean‐Pierre , Barbe Jacques 
Published: March 2009

AbstractUne méthode d'obtention de bis acridines pontées en position 2,2′, 3,3′ ou 4,4′ est décrite. On procède par acylation dans l'acétone des amino 2,3 ou 4 acridines. Dix bis acridines ont été caractérisées par leurs constantes physiques et par leurs paramètres de rmn du 1H et du 13C. Certaines molécules témoins ont été étudiées comme agents intercalants mais aucune n'a montré d'activité.
Synthesis of 5,6‐dihydro‐4H‐pyrrolo[1,2‐a]thieno[2,3‐f][1,4]diazepines
Authors: Vega Salvador , Gil M. Soledad 
Published: March 2009

AbstractThe reduction of 1‐[3‐(thienyl‐2‐carbonitrile)]pyrrole, formed by condensation of 3‐aminothiophene‐2‐carbonitrile with 2,5‐dimethoxytetrahydrofuran, gave 1‐[3‐(thienyl‐2‐aminomethyl)]pyrrole. This compound was found to be a convenient intermediate for the preparation of 4‐aryl‐5,6‐dihydro‐4H‐pyrrolo[1,2‐a]thieno‐[2,3‐f][1,4]diazepines which was accomplished by two different synthetic routes.
Reactions of a 4‐(trifluoromethyl)thiazole dianion
Authors: South Michael S. , Van Sant Karey A. 
Published: March 2009

AbstractTreatment of 2‐trifluoroacetamido‐4‐(trifluoromethyl)thiazole with two equivalents of n‐butyllithium at ‐78° produced the thiazole dianion 5 in situ, which reacted preferentially at the 5‐position with a variety of electrophiles. These electrophiles include: an aldehyde, ketone, chloroformate, acid chloride, phosphorus oxychloride, silicon chloride, and disulfide. Dianion 5 also combined with dibromodifluoromethane at ‐98° to give the corresponding 5‐(bromodifluoromethyl)thiazole 7, which is an unusual reaction for an aromatic or heteroaromatic system. Compound 7 was converted to a 4,5‐bis‐(trifluoromethyl)thiazole 8 using tetrabutylammonium fluoride.
Recent work on the synthesis of 3,6‐dibenzoylcarbazole
Authors: Bonesi Sergio Mauricio , Erra‐Balsells Rosa 
Published: March 2009

AbstractBy heating carbazole (1) with aluminum trichloride and benzoyl chloride four benzoylcarbazole derivatives were obtained: N‐benzoylcarbazole (2), 1‐benzoylcarbazole (3), 3‐benzoylcarbazole (4) and 3,6‐dibenzoylcarbazole (5). The complete characterization of benzoylcarbazole derivatives 2–5 was performed by physical and spectroscopical methods (mp, tlc Rf, glc Tr, uv, ir, 1H nmr, 13C nmr and ms).
Nitration products of substituted 1,3‐dihydro‐5‐phenyl‐2H‐1,4‐benzodiazepin‐2‐ones
Authors: Fryer R. Ian , Gu Zi‐Qiang , Todaro L. 
Published: March 2009

AbstractHighly substituted, novel, 1,3‐dihydro‐5‐phenyl‐2H‐1,4‐benzodiazepin‐2‐ones were obtained by direct nitration of the corresponding mono‐ or di‐substituted 5‐phenyl‐1,4‐benzodiazepines. Substituent effects and the orientation of aromatic substituents in the nitration products are discussed. The single‐crystal X‐ray structural data for one of these products, 18, is given.
Regioselective synthesis of 3(or 5)‐styryl‐/(4‐aryl‐1,3‐butadienyl)‐/(6‐aryl‐1,3,5‐hexatrienyl)‐5(or 3)‐(methylthio)isoxazoles and pyrazoles via α‐oxoketene dithioacetals
Authors: Purkayastha M. L. , Patro B. , Ila H. , Junjappa H. 
Published: March 2009

AbstractThe regioselective synthesis of the title isoxazoles and pyrazoles through cyclocondensation of oxoketene dithioacetals with either hydroxylamine or hydrazine hydrate under controlled conditions is reported.
A method for the synthesis of racemic and optically active 2‐substituted 9‐(2′,3′‐dihydroxypropyl)‐8‐azahypoxanthines and 8‐azaadenines
Authors: Barili P. L. , Biagi G. , Giorgi I. , Livi O. , Scartoni V. 
Published: March 2009

AbstractSeveral 9‐(2′,3′‐O‐isopropylidene)‐ and 9‐(2′,3′‐dihydroxypropyl)‐8‐azahypoxanthines and 8‐azaadenines were synthesized by a “one pot” method starting from the acetonide of racemic or (S)‐1‐azido‐2,3‐dihydroxypropane, obtained from D‐mannitol. 9‐(2′,3′‐Dihydroxypropyl)‐8‐azapurines were tested as adenosine deaminase inhibitors.
Synthesis and spectral properties of 4‐oxothiazolin‐2‐yl‐[N‐R1‐2‐(para‐R2‐phenyl)indol‐3‐yl] hydrazones
Authors: Cortés Eduardo , Martínez Roberto , Gutiérrez Gómez Martha B. 
Published: March 2009

AbstractThe preparation of several 4‐oxothiazolin‐2‐yl‐indol‐3‐yl hydrazones is described. The structure of all products was corroborated by ir, 1H‐nmr and mass spectrometry.
Pyridazines. LIX. Synthesis of c‐annelated pyridazines from 3‐amino‐4‐pyridazinecarbonitrile
Authors: Haider Norbert , Heinisch Gottfried , Wanko Richard 
Published: March 2009

AbstractThe utility of the aminonitrile 1 as an educt for the preparation of several new examples of heterocyclefused pyridazines (the [1,2,4]triazolo[1′,5′:1,6]pyrimido[4,5‐c]pyridazine 7, the pyrimido[4,5‐c]pyridazines 8, 10a,b, and the pyrido[2,3‐c]pyridazine 11) is demonstrated.
A convenient synthesis of 3‐(4‐pyridinyl)quinolines
Authors: Singh Baldev , Lesher George Y. 
Published: March 2009

Abstract3‐(Arylamino)‐2‐(4‐pyriclinyl)acroleins 3 prepared by reacting anilines 1 with 3‐(dimethylamino)‐2‐(4‐pyridinyl)acrolein (2) were cyclized with phosphorus oxychloride or acetic acid to give 3‐(4‐pyridinyl)quinolines 4.
Ring transformations of 1,3,4‐oxadiazol‐2(3H)‐one derivatives into 1‐amino and 1,3‐diamino‐2,4‐imidazolidinedione (hydantoin) derivatives
Authors: Milcent René , Barbier Géo , Yver Béatrice , Mazouz Fathi 
Published: March 2009

AbstractSome ethyl 5‐aryl(or benzyl)‐2‐oxo‐1,3,4‐oxadiazole‐3(2H)‐acetates were prepared and treated with ammonia, primary amines or hydrazine to give 1‐amino‐2,4‐imidazolidinedione or 1,3‐diamino‐2,4‐imidazolidinedione derivatives. The 1,3‐bis(benzylideneamino)‐2,4‐imidazolidinedione was obtained by reacting ethyl bromoacetate with the 1,5‐dibenzylidenecarbonohydrazide sodium salt.
Stability of naturally occurring pyrazines and construction route of pyrazine rings
Authors: Kurihara Teruo , Watanabe Yutaka , Takayama Kouichi , Ohta Akihiro 
Published: March 2009

AbstractNaturally occurring pyrazines fit well the theory that conformity to the TCS rule gives a stable molecular system. Thus, many pyrazines so far synthesized and those in nature which are energetically very stable molecules can be synthetically quite accessible. The TCS rule applies very well to the construction route of pyrazine rings.
Synthesis of 2,5‐diisoxazolyltetrahydrofurans
Authors: Chiarino D. , Fantucci M. 
Published: March 2009

AbstractThe synthesis of 2,5‐bis(3‐bromo‐5‐isoxazolyl)tetrahydrofuran (2) and 2,5‐bis(3‐methoxy‐5‐isoxazolyl)tetrahydrofuran (3) have been accomplished in three and four steps respectively.Cis‐ andtrans‐isomers have been separated and fully characterized. Differently from synthetic schemes so far utilized for the preparation of the 2,5‐diheteroaryltetrahydrofuran analogs, our approach involves the direct synthesis of a key intermediate containing both isoxazole rings and diol function for the final cyclization. Starting from succinic aldehyde, the new 1,7‐octadiyne‐3,6‐diol (4) was prepared and was submitted to a double cycloaddition with bromonitrile oxide to yield the key intermediate 1,4‐bis(3‐bromo‐5‐isoxazolyl)‐1,4‐butanediol. The methoxy analogs3were obtained by methanolysis of the bromo derivatives2.
Synthesis and properties of 5‐aroylamino‐2H‐1,2,4‐thiadiazol‐3‐ones
Authors: Cho Nam Sook , Shon Hyun Il , Párkányi Cyril 
Published: March 2009

Abstract5‐Aroylamino‐2H‐1,2,4‐thiadiazol‐3‐ones 3 were obtained from the corresponding 1‐aroyl‐2‐thiobiurets 2 by oxidative cyclization with bromine. 5‐Aroylamino‐2H‐1,2,4‐thiadiazol‐3‐ones 3 can exist in two tautomeric forms a lactam form and a lactim form. On the basis of the 13C nmr spectra and additional experimental information, it has been established that the stable form, in which these compounds exist, is the lactam form.
Reactions of trichloroacetyl isothiocyanate with organic azides
Authors: L'Abbé Gerrit , Bosnian Joris , Toppet Suzanne 
Published: March 2009

AbstractBenzyl azide reacts with trichloroacetyl isothiocyanate to give 7a in chloroform solution, and 11 in acetone solution. These 1,2,4‐oxathiazolidines were characterized by 13C nmr spectroscopy (Scheme 2), but could not be isolated since they deteriorated via the carbodiimide 8a into the 1,2,4‐thiadiazolidine 9a. The oxathiazoline 6a is assumed as an intermediate and was trapped by isocyanates and dicyclohexylcarbodiimide to give the 1,2,4‐thiadiazolidines 10a,b and 12 respectively. Isopropyl azide also reacts with trichloroacetyl isothiocyanate to give the labile oxathiazolidine 7b, which decomposes to the carbodiimide 8b and the 1,2,4‐thiadiazolidine 9b. In the case of diphenylmethyl azide, however, no evidence was obtained for the presence of the oxathiazolidine 7c in the 1H nmr spectra; only the carbodiimide 8c was observed. A mechanistic rationalization is presented in Scheme 1.
1,2‐fused pyrimidines. V. Synthesis of 1‐alkyl or phenyl‐2H‐dipyrido‐[1,2‐a:2′,3′‐d]pyrimidine‐2,5(1H)‐diones
Authors: Di Braccio Mario , Roma Giorgio , Grossi Gian Carlo , Ciarallo Giovanni 
Published: March 2009

AbstractThe reaction of 2‐[(N‐acyl, N‐alkyl or phenyl)amino]‐4H‐pyrido[1,2‐a]pyrimidin‐4‐ones 8a‐g with the N,N‐dimethylformamide/phosphorus oxychloride Vilsmeier reagent 1 (95°, 90 minutes) afforded 1‐alkyl or phenyl‐2H‐dipyrido[1,2‐a:2′,3′‐d]pyrimidine‐2,5(1H)−diones, 3‐alkyl substituted or not, 10a‐g.The starting compounds 8 were prepared by treating 2‐amino‐4H‐pyrido[1,2‐a]pyrimidin‐4‐ones N‐alkyl substituted 7a,b or N‐phenyl substituted 4 with excess anhydrides (130°, 7 hours) when the 2‐(alkylamino) derivatives 7 were used in the reaction, compounds 8 were obtained along with very small amounts of 3‐acyl‐2‐(alkylamino)‐4H‐pyrido[1,2‐a]pyrimidin‐4‐ones 9.
Synthesis of 1,3‐disubstituted‐5‐oxo‐7a‐methyl‐5,7a‐dihydroindoles
Authors: Player Mark R. , Wang Li‐Chang , Bayomi Said M. , Sowell J. Walter 
Published: March 2009

AbstractCycloaddition and addition reactions of ethyl propiolate with a series of 1,3,5‐substituted‐2‐amino‐4‐methylpyrroles to form, 1,3‐disubstituted‐5‐oxo‐7a‐methyl‐5,7a‐dihydroindoles are described. High resolution mass spectral and pmr data are presented.
Synthesis of molybdenum(V) and molybdenum(VI) derivatives of 5,15‐diphenyl‐2,8,12,18‐tetra‐n‐butyl‐3,7,13,17‐tetramethylporphyrin
Authors: Van Dijk Marinus , Morita Yashuo , Petrović Slobodan , Sanders Georgine M. , Van Der Plas Henk C. , Stam Casper H. , Wang Yuanfang 
Published: March 2009

AbstractThe methoxo‐oxomolybdenum(V), diperoxomolybdenum(VI) and cis‐dioxomolybdenum(VI) derivatives of 5,15‐diphenyl‐2,8,12,18‐tetra‐n‐butyl‐3,7,13,17‐tetramethylporphyrin (4a, 5c, 6a) have been prepared and characterized by uv, ir, pmr, mass and esr spectra. The structure of the molybdenum(V) porphyrin was confirmed by X‐ray analysis.
Enzymatic hydrolysis of heterocyclic nitriles
Authors: Klempier Norbert , De Raadt Anna , Griengl Herfried , Heinisch Gottfried 
Published: March 2009

AbstractChemoselective hydrolysis of heterocyclic nitriles can be achieved by an easy to use immobilized biocatalyst prepared from Rhodococcus sp. Pyrimidine‐2‐carbonitrile (2a) and 3‐chloropyridazine‐4‐carbonitrile (4a) were converted into the corresponding amides while from 2‐ethoxycarbonyl‐4‐pyridinecarbonitrile (1a), 6‐methylpyridazine‐3‐carbonitrile (3a), 3‐chloropyridazine‐4‐carbonitrile (4a), 3‐ethoxycarbonyl‐4,5‐dihydroisoxazole‐5‐carbonitrile (8a), indole‐3‐carbonitrile (9a) and indole‐3‐ylacetonitrile (10a) the acids were formed.
Synthesis and photochemical reaction of 1,4‐dialkyl‐7‐oxa‐2,3,5,6‐tetrakis(trifluoromethyl)bicyclohepta‐2,5‐diene
Authors: Nishida Masakazu , Hayakawa Yoshio , Matsui Masaki , Shibata Katsuyoshi , Muramatsu Hiroshige 
Published: March 2009

AbstractDiels‐Alder reaction of 2,5‐dialkyl‐3,4‐bis(trifluoromethyl)furan with hexafluoro‐2‐butyne gave 1,4‐dialkyl‐7‐oxa‐2,3,5,6‐tetrakis(trifluoromethyl)bicyclohepta‐2,5‐diene. Irradiation (uv) of 1,4‐diethyl‐7‐oxa‐2,3,5,6‐tetrakis(trifluoromethyl)bicyclohepta‐2,5‐diene afforded 1‐ethyl‐2,3,4,5‐tetrakis(trifluoromethyl)‐1,4‐cyclopentadiene, ethyl 3‐[l‐ethyl‐2,3,4,5‐tetrakis(trifluoromethyl)‐1,4‐cyclopentadienyl] ketone, and 2,7‐diethyl‐3,4,5,6‐tetrakis(trifluoromethyl)oxepin.
Convenient preparation of 1,2‐alkylenedioxy‐benzofuroxans and benzofurazans
Authors: Takakis Ioannis M. , Hadjimihalakis Phaedon M. , Tsantali Georgia G. , Pilini Helena 
Published: March 2009

AbstractNitration of the dioxolo‐annelated benzenes 11 led to the corresponding dinitro derivatives 12. Nucleophilic substitution of the latter with azide ion furnished the monoazides 13 which on thermolysis afforded the benzofuroxans 14. Deoxygenation of furoxans 1a,b,e,f, 2a‐c,e,f, 5, 7, 9 and 14 with triphenylphosphine, furnished the respective benzofurazans 3a,b,e,f, 4a‐c,e,f, 6, 8, 10 and 15.
Benzoin condensation reactions of 5‐membered heterocyclic compounds
Authors: Lee Chang Kiu , Kim Mi Soon , Gong Jin Soon , Lee In‐Sook Han 
Published: March 2009

AbstractBenzoin condensation reactions of 2‐thiophenecarboxaldehydes and furfurals have been reexamined with catalysts such as potassium cyanide, cyanide‐resin, and a thiazolium salt. 2‐Thiophenecarboxaldehydes gave both thenoins and thenils while furfurals gave only furoins. Possible routes which might lead to formation of thenils were investigated.
Lithiation of 1‐alkyl‐1H‐1,2,4‐triazol‐5‐yl phosphonic acid esters: Novel anion‐mediated carbon‐to‐carbon phosphonate migrations
Authors: Anderson D. Keith , Sikorski James A. 
Published: March 2009

AbstractThe lithiation chemistry of 1‐alkyl‐1H‐1,2,4‐triazol‐5‐yl phosphonic acid esters 3 has been investigated. Lithiation occurs exclusively on the 1‐alkyl group, α to nitrogen, to give carbanionic intermediates 10. No evidence was found for any lithiation at the 3‐position of the triazole ring. On warming, intermediates 10 undergo an unusual anion‐mediated phosphonate migration, giving rise to 1H‐1,2,4‐triazol‐1‐yl‐methylphos‐phonates 14.
Synthesis and reactions of methylbenzo[c]quinolizinium salts
Authors: Arai Sadao , Arai Hitoshi , Tabuchi Kunihisa , Yamagishi Takamichi , Hida Mitsuhiko 
Published: March 2009

AbstractSix isomers of the methylbenzo[c]quinolizinium salt 3 including four new monomethyl derivatives were synthesized by thermal‐intramolecular quaternization of the cis‐methyl‐substituted 2‐[2‐(2‐chlorophenyl)‐vinyl]pyridines 4 or by the irradiation of trans‐4 with selected wavelengths (290 < λ < 340 nm and λ > 400 nm) in acetonitrile. Among the regioisomeric monomethyl derivatives 3, the 1‐, 3‐, and 6‐methyl derivatives 3b, 3d, and 3g reacted with p‐methoxybenzaldehyde in the presence of bis(l‐piperidino)‐(p‐methoxyphenyl)‐methane 7 to yield trans‐(p‐methoxystyryl)benzo[c]quinolizinium salts 6. The reactivity of 3 and methylbenzo[a]quinolizinium salts 1 was discussed on the basis of their π‐electron energy.
Preparation of uracil by cycloreversion. Structure of cycloalkane/ene‐ and norbornane/ene‐fused dihydrouracils
Authors: Frimpong‐Manso Samuel , Nagy Katalin , Stájer Géza , Bernáth Gábor , Sohár Pál 
Published: March 2009

AbstractThe reactions of the 2‐amino‐1‐cycloalkane‐, cycloalkene‐, norbornane‐ and norbornenecarboxylates 1–9 with potassium cyanate gave urea esters, which were cyclized to cycloalkane‐, cycloalkene‐, norbornane‐ and norbornene‐fused 5,6‐dihydrouracils 10–17. On cyclization, the urea ester formed from trans‐4‐cyclohexene‐1‐carboxylate, furnished the cis‐fused 5,6‐dihydropyrimidine‐2,4(1H,3H)‐dione. On heating, the norbornene‐diexo‐fused dihydrouracil 16 yielded 2,4‐pyrimidinedione through the splitting‐off of cyclopentadiene. The structures of the compounds were proved by 1H and 13C nmr spectroscopy.
Nucleophilic substitution and ring closure reactions of 4‐chloro‐3‐nitro‐2‐quinolones
Authors: Roschger Peter , Fiala Werner , Stadlbauer Wolfgang 
Published: March 2009

Abstract4‐Chloro‐3‐nitro‐2‐quinolones 3 obtained from the 4‐hydroxy quinolones 1 by nitration and chlorination, reacted with sodium azide to the 4‐azido derivatives 4 which cyclized on thermolysis to yield the furoxanes 5. Nucleophilic substitution reactions of 3 led to the 4‐amino‐, 4‐fluoro‐ and 4‐alkoxy‐3‐nitroquinolones 7, 8 and 9, respectively. With thiols either 4‐thio‐3‐nitro‐ 10 or 3,4‐dithioquinolones 11 were obtained depending on the basic catalyst.
Thiophene systems. 13. The synthesis of novel thienopyranones
Authors: Mcnally James J. , Sanfilippo Pauline J. , Fitzpatrick Louis , Press Jeffery B. 
Published: March 2009

AbstractThe syntheses and spectral properties of novel dimethyl‐substituted thieno[3,2‐b]‐, [3,4‐b]‐ and [2,3‐b]pyran‐ones are described. The uv spectra of the three systems are distinctly different as supported by HOMO/LUMO calculations. 5,6‐Dihydro‐5,5‐dimethyl‐7H‐thieno[3,4‐b]pyran‐7‐one (10) and 5,6‐dihydro‐6,6‐dimethyl‐4H‐thieno[2,3‐b]pyran‐4‐one (20) represent the first members of these thienopyranone ring systems.
Decomposition of cinnabarinic acid by hydrogen peroxide
Authors: Manthey Michael K. , Pyne Stephen G. , Truscott Roger J. W. 
Published: March 2009

AbstractThe hydrogen peroxide‐induced decomposition of cinnabarinic acid 2 has been examined. Two major compounds were found to arise from the decomposition; 3‐hydroxyanthranilic acid 1, and an isomeric mixture of two novel hemiketals.