4.8 Article

Highly Efficient Synthesis of Mixed 3,3′-Bisindoles via Rh(II)-Catalyzed Three-Component Reaction of 3-Diazooxindoles with Indoles and Ethyl Glyoxylate

Journal

ORGANIC LETTERS
Volume 15, Issue 14, Pages 3578-3581

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol401414w

Keywords

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Funding

  1. NSF of China [20932003, 21125209]
  2. MOST of China [2011CB808600]
  3. STCSM [12JC1403800]

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A series of mixed 3,3'-bisindoles were efficiently synthesized via a Rh-2(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.

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