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无过渡金属参与的二硫代氨基甲酸盐与吲哚的偶联反应:C-S 键形成。

Transition-Metal-Free Coupling Reaction of Dithiocarbamates with Indoles: C-S Bond Formation.

机构信息

Faculty of Chemistry , Kharazmi University , P.O. Box 15719-14911, 49 Mofateh Street , Tehran 14911 , Iran.

Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences , Flemingovo nám. 2 , Prague 6, Prague 166 10 , Czech Republic.

出版信息

J Org Chem. 2018 May 18;83(10):5778-5783. doi: 10.1021/acs.joc.8b00206. Epub 2018 May 2.

Abstract

A one-pot three-component route for the direct introduction of dithiocarbamates into indoles using a C-H sulfenylation strategy mediated by molecular iodine is disclosed. Various indole derivatives including 1-methylindole, 2-methylindole, 3-methylindole, and 5-substituted indoles were applied successfully in this protocol to afford diverse indole-dithiocarbamates containing the dithiocarbamate group on the position two or three in good to high yields. The reactions do not require transition metals or disulfiram but use an environmentally benign solvent and simple commercially available starting materials.

摘要

本文报道了一种通过碘介导的 C-H 硫代化策略,将二硫代氨基甲酸盐直接引入吲哚的一步三组分反应路线。该反应条件温和,无需过渡金属或双硫仑,使用环境友好的溶剂和简单易得的商业起始原料,适用于多种吲哚衍生物,包括 1-甲基吲哚、2-甲基吲哚、3-甲基吲哚和 5-取代吲哚,以中等到高产率得到二硫代氨基甲酸盐取代的吲哚衍生物。

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