Aryl Sulfoxides via Palladium-Catalyzed Arylation of Sulfenate Anions

Guillaume Maitro, Sophie Vogel, Guillaume Prestat, David Madec,* and Giovanni Poli*;
Universit Pierre et Marie Curie-Paris 6, Laboratoire de Chimie Organique (UMR CNRS 7611), Institut de Chimie Molculaire (FR 2769), Case 183, 4 Place Jussieu, F-75252, Paris Cedex 05, France
Org. Lett., 2006, 8 (26), pp 5951–5954
DOI: 10.1021/ol062315a
Publication Date (Web): November 29, 2006
Copyright © 2006 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.

, giovanni.poli@upmc.fr, ; , david.madec@upmc.fr

Abstract

Abstract Image

Palladium-catalyzed arylation of sulfenate anions generated from β-sulfinyl esters can take place under biphasic conditions. This hitherto unknown reaction provides a simple, mild, and efficient route to aryl sulfoxides in good yields. The development of a new pseudo-domino type I procedure involving a sulfinylation followed by a Mirozoki−Heck coupling is also described.

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History

  • Published In Issue December 21, 2006
  • Received September 20, 2006

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