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通过光氧化还原催化合成 3-氟吲哚

Synthesis of 3-Fluoroindoles via Photoredox Catalysis.

机构信息

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences , Leninsky prosp. 47, 119991 Moscow, Russian Federation.

First I. M. Sechenov Moscow State Medical University , Trubetskaya st. 8-2, 119991 Moscow, Russian Federation.

出版信息

J Org Chem. 2017 Jan 6;82(1):745-753. doi: 10.1021/acs.joc.6b02344. Epub 2016 Dec 27.

Abstract

A method for the synthesis of 3-fluoroindoles from N-arylamines substituted with the CFI group is described. The reaction is mediated by a ruthenium photocatalyst in the presence of a substoichiometric amount of triphenylphosphine upon irradiation with blue light. The starting N-arylamines are readily obtained by nucleophilic iododifluoromethylation of iminium ions.

摘要

描述了一种从带有 CFI 基团取代的 N-芳基胺合成 3-氟吲哚的方法。该反应在光照下使用蓝色光由钌光催化剂介导,并在亚化学计量的三苯基膦存在下进行。起始的 N-芳基胺可通过亚胺离子的亲核碘二氟甲基化容易地获得。

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