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通过 Rh(II)催化的 3-重氮吲哚与吲哚和乙二醛的三组分反应,高效合成混合 3,3'-双吲哚。

Highly efficient synthesis of mixed 3,3'-bisindoles via Rh(II)-catalyzed three-component reaction of 3-diazooxindoles with indoles and ethyl glyoxylate.

机构信息

Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, East China Normal University, 3663 North Zhongshan Road, Shanghai, 200062, China.

出版信息

Org Lett. 2013 Jul 19;15(14):3578-81. doi: 10.1021/ol401414w. Epub 2013 Jun 28.

Abstract

A series of mixed 3,3'-bisindoles were efficiently synthesized via a Rh2(OAc)4-catalyzed three-component reaction of 3-diazooxindoles with indoles and ethyl glyoxylate in high yields with excellent diastereoselectivities. The product easily underwent further synthetic transformations and could be potentially applied to the total synthesis of (±)-gliocladin C and related natural alkaloids.

摘要

一系列混合的 3,3'-双吲哚通过 Rh2(OAc)4 催化的 3-重氮氧吲哚与吲哚和乙缩醛的三组分反应以高产率和优异的非对映选择性高效合成。该产物易于进一步进行合成转化,并且可能应用于(±)-gliocladin C 和相关天然生物碱的全合成。

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