The First Suzuki Cross-Couplings of Aryltrimethylammonium Salts

Simon B. Blakey and David W. C. MacMillan*
Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125
J. Am. Chem. Soc., 2003, 125 (20), pp 6046–6047
DOI: 10.1021/ja034908b
Publication Date (Web): April 29, 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.

, dmacmill@caltech.edu

Abstract

Abstract Image

The first Suzuki cross-coupling reaction of aryltrimethylammonium triflates based on the use of an IMes·Ni(0) catalyst system is described. A wide range of electron-withdrawing and electron-donating substituents are tolerated on both the aryltrimethylammonium triflate and the boronic acid components of this reaction. In addition to arylboronic acids, the scope of the reaction is extended to encompass both boronate esters and alkenylboranes. This methodology constitutes a novel, mild method to activate anilines for metal-catalyzed cross-coupling reactions.

View: Full Text HTML | Hi-Res PDF

Tools

History

  • Published In Issue May 21, 2003
  • Received February 27, 2003

Recommend & Share

Related Content

Other ACS content by these authors: