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Preparation of 1,2-substituted benzimidazoles via a copper-catalyzed three component coupling reaction.

ABSTRACT: 1,2-Substituted benzimidazoles were prepared by simply stirring a mixture of copper catalysts, N-substituted o-phenylenediamines, sulfonyl azides and terminal alkynes. Particularly, the intermediate N-sulfonylketenimine occurred with two nucleophilic addition and the sulfonyl group was eliminated via cyclization. In a way, sulfonyl azides and copper catalysts activated the terminal alkynes to synthesize benzimidazoles.

SUBMITTER: Yang W

PROVIDER: S-EPMC8695204 | biostudies-literature | 2021 Feb

REPOSITORIES: biostudies-literature

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Preparation of 1,2-substituted benzimidazoles via a copper-catalyzed three component coupling reaction.

Yang Weiguang W Zhao Yu Y Zhou Zitong Z Li Li L Cui Liao L Luo Hui H

RSC advances 20210225 15

1,2-Substituted benzimidazoles were prepared by simply stirring a mixture of copper catalysts, N-substituted o-phenylenediamines, sulfonyl azides and terminal alkynes. Particularly, the intermediate N-sulfonylketenimine occurred with two nucleophilic addition and the sulfonyl group was eliminated via cyclization. In a way, sulfonyl azides and copper catalysts activated the terminal alkynes to synthesize benzimidazoles. ...[more]

PMID: 35423384

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