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Showing papers in "Journal of Heterocyclic Chemistry in 1985"


Journal ArticleDOI
TL;DR: In this article, a number of new hypoxanthine analogs have been prepared as substrate inhibitors of xanthine oxidase, and the structure-activity relationships of these new phenyl substitutions are discussed and compared with the 3-m-tolyl- and 3-phenyl-7-hydroxypyrazolo[1,5-a]pyrimidin-5-ones.

102 citations


Journal ArticleDOI
TL;DR: In this paper, les recents developpements dans la synthese heterocyclique a l'aide du dimethylacetal du nitrothiocetene (A), resultats des reactions de A avec les composes suivants: amines, composes a methylene actif, ylures d'azomethine, iminiums, enamines; reactions de derives substitues de A

82 citations


Journal ArticleDOI
TL;DR: The results of the correlations of these constants by Hammett and Yukawa-Tsuno equations exclude the presence of the hydroxyazo form 1B in equilibrium with 1A in agreement with the spectral data as mentioned in this paper.

80 citations


Journal ArticleDOI
TL;DR: In this article, 36 new N,N'-disubstituted thioureas have been synthesized by the reaction of phenyl-, p-fluorophenyl- and benzoylisothiocyanates with various substituted anilines, aminopyridines and 4-aminoquinolines.

63 citations


Journal ArticleDOI
TL;DR: In this paper, the Rothemund meso-tetraalkylporphyrin was trapped as an intermediate in the Rothemenylphlorin synthesis.

50 citations


Journal ArticleDOI
TL;DR: In this paper, 4-iodo-1-tritylimidazole with n-butyllithium at −79°, followed by rapid quenching of the reaction mixture with DMF, gives good yields of 1-trithlimidrazole-4(5)-carboxaldehyde, the isolation of which demonstrates the intermediacy of 4-lithio-1.

48 citations


Journal ArticleDOI
TL;DR: In this paper, a variety of 2-halo-5-thiazolecarboxylates was prepared from substituted 3-aminoacrylates and 3-ketoes-ters.

43 citations


Journal ArticleDOI
TL;DR: Bromination has been examined for a series of 3-arylsydnones (1) with electron donors (dimethyl to dimethoxy) on the aryl ring as mentioned in this paper.

41 citations


Journal ArticleDOI
TL;DR: In this article, a number of nitro- and dinitro-1,8-naphthalimides have been prepared as potential fluorescent probes of hypoxic cells, and their susceptibility to nucleophilic displacement of the nitro group has been demonstrated by reaction with 1-butanethiol to yield 4-butylthio derivatives.

39 citations


Journal ArticleDOI
TL;DR: Starting from readily available pyroglutamic esters 1, some new 1,2,4-triazole-3-thione derivatives, bonded to a pyrrolidinone ring were synthesized and characterized by their spectral data as discussed by the authors.

39 citations


Journal ArticleDOI
TL;DR: When vic-dihydroxychlorins undergo a pinacol-pinacolone rearrangement, the migratory aptitudes of common porphyrin substituents follow the order: alkyl groups, propionate side chain, H > methyl group > acetate side chains as discussed by the authors.

Journal ArticleDOI
TL;DR: The cycloadditions of N-aryl-C-(trifluoromethyi)nitrilimines, generated in situ from various precursors, with dimethyl fumarate and maleate are described in this paper.

Journal ArticleDOI
TL;DR: A series of title compounds have been synthesized by utilising benzylazide, cyanoacetamide, ethyl or methyl esters of aliphatic or aromatic carboxylic acids and sodium ethoxide as catalyst.

Journal ArticleDOI
TL;DR: In this paper, a detailed analysis of the reaction products has been done and it allows us to confirm the postulated mechanism of the cyclization reaction in toluene with tetrakis(triphenylphosphine)nickel.

Journal ArticleDOI
TL;DR: The regiospecific iodination of indole and 5-methoxyindole, and the elaboration of these 2-iodoindoles to the corresponding tryptamines, are described.

Journal ArticleDOI
TL;DR: In this article, 25 different brominated derivatives of 4-hydroxy-6-methyl-2-pyrone (triacetic acid lactone) and 3-acetyl-4-hydrox-6 -methyl 2 pyrone have been described.

Journal ArticleDOI
TL;DR: In this article, the Wittig condensation of 2-thieno-pyrimidinylmethylphosphonium salts with aldehydes is described, and isomeric 5-methyltriazolothienopyrimidines were found to react, under basic condition, yielding 5-(2-arylvinyl)triazolo[2,3-c]thienopyridines.

Journal ArticleDOI
TL;DR: In this article, the synthesis of fluorescent dyes by condensing α-keto-acids with 2-amino-5-dimethylaminophenol is described.

Journal ArticleDOI
TL;DR: 3-(Acetoxymethyl)thioflavone shows the most antimicrobial potency in vitro against Trichophyton mentagrophytes and five of the 40 related compounds demonstrated weak antitumor activity against P-388 lymphocytic leukemia.

Journal ArticleDOI
TL;DR: In this article, the synthesis of 2-furan analogues of benzo[a]pyrene from 1-bromo-k pyrene was described, as well as that of their derivatives bearing a nitro group on the heterocycles.

Journal ArticleDOI
TL;DR: In this paper, acid-catalysed hydrolysis of β-methoxy-α-hydroxydimethylacetals (2a, 2b, and 5) formed by iodobenzene diacetate-potassium hydroxide methanol oxidation is described.

Journal ArticleDOI
TL;DR: The reaction of open-chain sym-2-dimethylaminomethylene-1,3-diones Ia-d with sodium cyanoacetamide gave, generally in good yields, 6-substituted 5-acyl-2(1H)-pyridinones and 7,8-dihydro-2,5( 1H,6H)-quinolinediones, respectively, by refluxing in quinoline containing a catalytic amount of copper powder.

Journal ArticleDOI
TL;DR: The main product is 4-amino-3-nitroquinoline as discussed by the authors, which is obtained by allowing the solution of quinoline in potassium amide/liquid ammonia to raise from −60° to + 15° before addition of potassium permanganate.

Journal ArticleDOI
TL;DR: In this article, the Fischer reaction of phenylhydrazones was used to obtain cycloalkane derivatives, which are sensitive to the acid catalyst, solvent and temperature employed, and can be rearranged by an acid catalyst or by thermal treatment of 2 in ethyleneglycol.

Journal ArticleDOI
TL;DR: In this paper, a variety of esters were used to give substituted isoxazoles and pyrazoles, and acid-cyclization was used to obtain substituted pyrazole.

Journal ArticleDOI
TL;DR: Condensation of a ternary mixture of ethyl cyanoacetate, S-methylisothiourea and aromatic aldehydes in pyridine yielded directly the 4-aryl-5-cyano-2-methylthio-6-oxopyrimidines IV in good yields Alkylation of IV with alkyl halides in alkaline medium yielded the 1-alkyl derivatives V and V could be eliminated by aniline, hydrazine and phenylhydrazine.

Journal ArticleDOI
TL;DR: In this article, a review describes from a great number of the permanent increasing literature of vinylheterocycles the chemical properties, the most important principles of the synthetic methods and the synthetic applications of 3-vinylindoles.

Journal ArticleDOI
TL;DR: In this article, 2-Alkyl-1(2-formylphenyl-N-alkyliminomethyl)isoindoles were prepared by the reaction of o-phthaldehyde with primary amines in 99% ethanol at 0°.

Journal ArticleDOI
TL;DR: In this paper, the enantiomeric purity of 1,2,3,5,6,10bβ-hexahydro-6α-phenylpyrrolo[2,1-α]isoquinoline with di-p-toluoyltartaric acid was determined.

Journal ArticleDOI
TL;DR: In this article, the authors used the long range optimized proton-carbon chemical shift correlation experiment in the total assignment of the proton and carbon nmr spectra of 9-methylphenanthro[4,3-a]dibenzothiophene.