Efficient Copper-Catalyzed N-Arylation of Sulfoximines with Aryl Iodides and Aryl Bromides

Jörg Sedelmeier and Carsten Bolm*
Institute of Organic Chemistry, RWTH-Aachen University, Landoltweg 1, D-52056 Aachen, Germany
J. Org. Chem., 2005, 70 (17), pp 6904–6906
DOI: 10.1021/jo051066l
Publication Date (Web): July 15, 2005
Copyright © 2005 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.

, carsten.bolm@oc.rwth-aachen.de

Abstract

Abstract Image

Two simple and inexpensive systems for copper-catalyed N-arylations of sulfoximines with aryl bromides and aryl iodides have been developed. Using 10 mol % of a copper(I) salt in combination with 20 mol % of a 1,2-diamine and Cs2CO3 provides N-arylated sulfoximines in high yields. Various functional groups and heteroatoms are tolarated. The method is complementary to the known protocols for N-arylations of sulfoximines, which require stoichiometric quantities of copper salts or cost-intensive palladium/BINAP catalysts.

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History

  • Published In Issue August 19, 2005
  • Received May 27, 2005

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