Carbonylative Sonogashira Coupling of Terminal Alkynes with Aqueous Ammonia

Mohamed S. Mohamed Ahmed and Atsunori Mori*
Chemical Resources Laboratory, Tokyo Institute of Technology, 4259 Nagatsuta, Yokohama 226-8503, Japan
Org. Lett., 2003, 5 (17), pp 3057–3060
DOI: 10.1021/ol035007a
Publication Date (Web): August 1, 2003
Copyright © 2003 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.

, amori@res.titech.ac.jp

Abstract

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Carbonylative coupling of phenylethyne with 4-methoxy-1-iodobenzene in the presence of 1 mol % PdCl2(PPh3)2, 2 equiv of 0.5 M aqueous ammonia, and CO (1 atm) gives the corresponding α,β-alkynyl ketone in 72% isolated yield after stirring at room temperature for 41 h, while noncarbonylative coupling product is not obtained.

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History

  • Published In Issue August 21, 2003
  • Received June 5, 2003

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