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Showing papers in "Journal of Heterocyclic Chemistry in 1989"


Journal ArticleDOI
TL;DR: In this paper, various reactions of 2-oxo(or thioxo)-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid derivatives (Biginelli-compounds) were investigated.

115 citations


Journal ArticleDOI
TL;DR: In this paper, the reactions of substituted benzyl azides with ethyl propiolate were found to be completely regiospecific, and they were used in a 1,3-dipolar cycloaddition with dimethyl acetylenedicarboxylate, phenylacetylene, and ethylpropiolate.

103 citations


Journal ArticleDOI
TL;DR: In this paper, the base-catalyzed cyclization of some N-propargylamides to oxazoles has been studied in the presence of sodium hydride and potassium carbonate.

80 citations


Journal ArticleDOI
TL;DR: In this paper, a short-time reaction of an amidoxime, RC(NH2)NOH, with an acyl chloride, R'COCl, in pyridine solution is described.

72 citations


Journal ArticleDOI
TL;DR: In this article, a series of 1-(1-carbonylmethyl-1H-benzotriazole) thiosemicarbazides 3a-e was synthesized and then cyclized with sodium hydroxide to afford 1-(4-substituted-4H-1,2,4-triazole-3-thion-5-yl)methyl-

67 citations


Journal ArticleDOI
TL;DR: In this article, the pyrrole, indole, and carbazole adducts undergo smooth lithiation at the inter-ring methylene group and subsequent reaction there with electrophiles.

51 citations


Journal ArticleDOI
TL;DR: In this article, a nucleophilic substitution-rearrangement was performed upon treatment with various primary amines at elevated temperatures to yield N-1-substituted 4-amino-1H-pyrrolo[3,2-c]pyridines (5-azaindoles).

50 citations


Journal ArticleDOI
TL;DR: In this article, 1-Phenyl-3,4-dichloromaleimide, 1-npropyl 3,3-brommaleimides, and 2-3-Dichloro-1, 4-naphthoquinone have been condensed with various mono-and bis-nucleophiles to yield a range of novel dyes and pigments.

46 citations


Journal ArticleDOI
TL;DR: In this paper, two isomeric 3-methyl-4-furoxancarbaldehydes (2a and 3b) and two 4-methyl isomerics (2b and 3c) have been prepared.

46 citations


Journal ArticleDOI
TL;DR: In this paper, a review described developments in the synthesis of heterocyclic compounds using carbon disulfide and their products and discussed the main challenges involved in the process of synthesizing these compounds.

44 citations


Journal ArticleDOI
TL;DR: In this paper, the three isomeric pivaloylaminopyridines were lithiated in more than 80% yields, using 2.5-3 equivalents of the complex BuLi-TMEDA at −10° in diethyl ether.

Journal ArticleDOI
TL;DR: Improved procedures for the regioselective preparation of ethyl 1,5-diarylpyrazole-3-carboxylates are described in this paper, where the new procedures utilize readily prepared lithium aroylpyruvate intermediates which, when combined with arylphenylhydrazine hydrochlorides, form 1.5-Diaryl pyrazole 3-carboardylates with good yield.

Journal ArticleDOI
Akira Kasahara1, Taeko Izumi1, Satoshi Murakami1, K. Miyamoto1, T. Hino1 
TL;DR: The palladium-catalyzed cross-coupling reaction of 2-bromonitrobenzenes or 2bromoacetanilides with ethylene has been used to produce a variety of substituted indoles as mentioned in this paper.

Journal ArticleDOI
TL;DR: In this article, all three isomeric hitherto unknown thieno[c]isoquinolines have been synthesized in high yields by the Pd(0)-catalyzed coupling of 2-formylbenzeneboronic acid with t-butyl-N-(ortho-halothienyl)carbaniates.

Journal ArticleDOI
TL;DR: In this paper, a simple and convenient method to prepare polyaza-crowns and cyclams containing one or two unsubstituted macroring nitrogen atoms or a hydroxy group is described.

Journal ArticleDOI
TL;DR: In this article, the synthesis of acyclic nucleoside analogs, 2-(2′,3′-dihydroxypropyl)-5-amino-2H-1,2,4-thiadiazol-3-one (1) and 3-( 2′, 3′-dimethyl-dyno-propyl)5amino,3H,1,3,4,thiadiadiadiamide-2-one(2), is reported.

Journal ArticleDOI
TL;DR: Synthese des heterocycles du titre a partir de seleno ou thioamides et de chloro-3 acetylacetone as mentioned in this paper.

Journal ArticleDOI
John Hannah1, Richard L. Tolman1, John D. Karkas1, R. Liou1, Helen C. Perry1, A. Kirk Field1 
TL;DR: 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.

Journal ArticleDOI
TL;DR: The reversible isomerization of 5-hydrazino-1,2,3-thiadiazoles and 1-amino-5-mercapto-1 2, 3-triazoles has been established for an ester function at the 4 position (4a ⇌ 5a) as mentioned in this paper.

Journal ArticleDOI
TL;DR: In this paper, a new synthesis of substituted pyridine was reported, where the base catalyzed reaction of substituted chalcones with malononitrile using sodium ethoxide in ethanol at room temperature afforded 2,4-diaryl-5-cyano-6-ethoxypyridine.

Journal ArticleDOI
TL;DR: In this paper, a strong ir band due to the C = N stretching mode of the macrocyclic moiety was observed at 1610 cm−1 and shifted slightly toward higher energy upon benzoylation.

Journal ArticleDOI
TL;DR: In this article, the reaction of 1-ethoxycarbonylmethylpyridinium bromides 5a-k with nitro ketene dithioacetal, 1,1-bis-(methylthio)-2-nitroethylene (2), in the presence of triethylamine in ethanol gave the desired ethyl 2-methyl-thioindolizine-3-carboxylates 3a-K in good yields.

Journal ArticleDOI
TL;DR: In this article, the structure of (2R,5S)-2-trichloromethyl-1-aza-3-oxabiciclo-[3.3.0]octan-4-one has been confirmed by X-ray diffraction analysis.

Journal ArticleDOI
TL;DR: In this article, the reaction of 3,5-bis(trifluoromethyl)-1,3,4-oxadiazole (1a) with primary amines under a variety of conditions conveniently produced 4-substituted 4H-1.2.4-triazoles 4a in 26-85% yield.

Journal ArticleDOI
TL;DR: In this article, the mechanisms involved in various stages of the Kindler Reaction are discussed, with particular attention especially to its most unusual feature: the movement of a carbonyl group from methylene carbon to methylene carb in an unbranched alkyl chain, or around a cycloalkyl ring.

Journal ArticleDOI
TL;DR: In this article, a general synthesis of 3-amino-3-alkylpropenenitriles is described, which can be further transformed to 5-AMINO-3 -alkylisothiazoles.

Journal ArticleDOI
TL;DR: Aryl aldehydes I reacted with 1-benzosuberone to yield the corresponding 2-arylidene-1-benzo-uberone II as discussed by the authors.

Journal ArticleDOI
TL;DR: A modification of a previously reported synthesis of 1-methyluracil which simplifies the isolation of the compound is reported together with a refined X-ray analysis of the title compound as mentioned in this paper.

Journal ArticleDOI
TL;DR: In this article, a method for the preparation of condensed pyranones is presented. But the method is not suitable for the extraction of condensed Pyranone derivatives, such as barbituric acid derivatives, pyrazolones and resorcinol.

Journal ArticleDOI
TL;DR: In this paper, a novel synthesis of 3-amino-1,2-benzisoxazole (3) from 2-[(isopropylideneamino)oxy]benzonitrile (2) is described.