A Practical Mild, One-Pot, Regiospecific Synthesis of 2,3-Disubstituted Indoles via Consecutive Sonogashira and Cacchi Reactions

Bruce Z. Lu,* Wenyi Zhao, Han-Xun Wei, Marine Dufour, Vittorio Farina, and Chris H. Senanayake
Department of Chemical Development, Boehringer-Ingelheim Pharmaceuticals, Inc., Suite 205, East Leigh Street, Richmond, Virginia 23219
Org. Lett., 2006, 8 (15), pp 3271–3274
DOI: 10.1021/ol061136q
Publication Date (Web): June 22, 2006
Copyright © 2006 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

,

 Current address:  Boehringer-Ingelheim Pharmaceuticals, Inc., 900 Ridgebury Road, Ridgefield, CT 06877.

, zlu@rdg.boehringer-ingelheim.com

Abstract

Abstract Image

A practical one-pot, regiospecific three-component process for the synthesis of 2,3-disubstituted indoles was developed via consecutive Pd-catalyzed Sonogashira coupling, amidopalladation, and reductive elimination.

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History

  • Published In Issue July 20, 2006
  • Received May 9, 2006

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