Convenient Synthesis of Unsymmetrical Organochalcogenides Using Organoboronic Acids with Dichalcogenides via Cleavage of the S−S, Se−Se, or Te−Te Bond by a Copper Catalyst

Nobukazu Taniguchi*
Department of Chemistry, Fukushima Medical University, Fukushima 960-1295, Japan
J. Org. Chem., 2007, 72 (4), pp 1241–1245
DOI: 10.1021/jo062131+
Publication Date (Web): January 17, 2007
Copyright © 2007 American Chemical Society
*

 Corresponding author. Tel.:  81-24-547-1369. Fax:  81-24-547-1369.

, taniguti@fmu.ac.jp

Abstract

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This article describes the methodology for a copper-catalyzed preparation of numerous monochalcogenides from dichalcogenides with organoboronic acids. Unsymmetrical diorgano-monosulfides, selenides, and tellurides can be synthesized by the coupling of dichalcogenides with aryl- or alkylboronic acids using a copper catalyst in air. The present reaction can take advantage of both organochalcogenide groups on dichalcogenide.

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History

  • Published In Issue February 16, 2007
  • Received October 15, 2006

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