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芳基烷基酮和 2-氨基苯胺的苯并咪唑通过碘催化氧化 C(CO)-C(烷基)键断裂生成。

Benzimidazoles from Aryl Alkyl Ketones and 2-Amino Anilines by an Iodine Catalyzed Oxidative C(CO)-C(alkyl) Bond Cleavage.

机构信息

Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology , Hyderabad 500607, India.

Centre for Nuclear Magnetic Resonance, CSIR-Indian Institute of Chemical Technology , Hyderabad 500 007, India.

出版信息

J Org Chem. 2017 Apr 21;82(8):4422-4428. doi: 10.1021/acs.joc.7b00165. Epub 2017 Apr 10.

Abstract

Novel molecular iodine catalyzed cyclization reactions of 2-amino anilines with aryl alkyl ketones under oxidant and metal-free conditions are described. The reaction likely involves sequential C-N bond formation followed by C(CO)-C(alkyl) bond cleavage. Various 2-substituted benzimidazoles are obtained in moderate to good yields in a single step from readily available acetophenones, propiophenones, and phenylacetophenones.

摘要

本文描述了在无氧化剂和金属条件下,新型分子碘催化 2-氨基苯胺与芳基烷基酮的环化反应。该反应可能涉及顺序的 C-N 键形成,然后是 C(CO)-C(烷基)键的断裂。各种 2-取代的苯并咪唑可以从易得的苯乙酮、丙酰苯和苯乙酮一步以中等至良好的收率得到。

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