Studies on heteropentalenes. II. Cycloaddition of imidazo(2,1-b)thiazoles, thiazolo(3,2-a)benzimidazole, and imidazo(2,1-b)benzothiazole with a reactive acetylenic ester.
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概要
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Cycloaddition of imidazo[2,1-<I>b</I>]thiazoles with dialkyl acetylenedicarboxylate follows dual courses depending on the polarity of the solvent, affording pyrrolo[2,1-<I>b</I>]thiazoles in an aprotic nonpolar solvent, or imidazo[1,2-<I>a</I>]pyridines and imidazo[3,4-<I>a</I>]pyridines, together with thiophenes, in an aprotic polar solvent. Thiazolo[3,2-<I>a</I>]benzimidazole and imidazo[2,1-<I>b</I>]benzothiazole were also found to react with the acetylenedicarboxylate to give pyrido[1,2-<I>a</I>]benzimidazole and pyrrolo[2,1-<I>a</I>]benzothiazole, respectively. The reactions would be accounted for in light of the Diels-Alder reaction in an aprotic nonpolar solvent and the 1,4-dipolar cycloaddition in an aprotic polar solvent.
- 公益社団法人 日本化学会の論文
著者
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Abe Noritaka
Department Of Pure And Applied Chemistry Faculty Of Science And Technology Tokyo University Of Scien
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Nishiwaki Tarozaemon
Department of Chemistry, Faculty of Science, Yamaguchi University
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Komoto Noriko
Department of Chemistry, Faculty of Sciences, Yamaguchi University
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