Arenes to Anilines and Aryl Ethers by Sequential Iridium-Catalyzed Borylation and Copper-Catalyzed Coupling

C. Christoph Tzschucke, Jaclyn M. Murphy, and John F. Hartwig*
Department of Chemistry, Yale University, P.O. Box 208107, New Haven, Connecticut 06520, and Department of Chemistry, University of Illinois, 600 South Matthews Avenue, Urbana, Illinois 61801
Org. Lett., 2007, 9 (5), pp 761–764
DOI: 10.1021/ol062902w
Publication Date (Web): February 3, 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.

, jhartwig@uiuc.edu

Abstract

Abstract Image

N-Alkyl- and N-arylanilines were synthesized from arenes by a two-step sequence of iridium-catalyzed borylation and copper-catalyzed coupling with amines. Diaryl ethers were obtained by a related sequence of arene borylation, followed by coupling with phenols. In particular, 3,5-disubstituted arylamines and aryl ethers were prepared by initiating this sequence with meta-substituted arenes.

View: Full Text HTML | Hi-Res PDF

Tools

History

  • Published In Issue March 01, 2007
  • Received November 30, 2006

Recommend & Share

Related Content

Other ACS content by these authors: