Iron-Catalyzed Arylmagnesiation of Aryl(alkyl)acetylenes in the Presence of an N-Heterocyclic Carbene Ligand

Takafumi Yamagami, Ryo Shintani, Eiji Shirakawa,* and Tamio Hayashi*;
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan
Org. Lett., 2007, 9 (6), pp 1045–1048
DOI: 10.1021/ol063132r
Publication Date (Web): February 10, 2007
Copyright © 2007 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.

, thayashi@kuchem.kyoto-u.ac.jp, ; , shirakawa@kuchem.kyoto-u.ac.jp

Abstract

Abstract Image

Addition of arylmagnesium bromides to aryl(alkyl)acetylenes proceeded in the presence of an iron catalyst and a N-heterocyclic carbene ligand to give high yields of the corresponding alkenylmagnesium reagents, which were transformed into tetrasubstituted alkenes by subsequent treatment with electrophiles.

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History

  • Published In Issue March 15, 2007
  • Received December 27, 2006

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