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Synthesis 2010(7): 1078-1082  
DOI: 10.1055/s-0029-1219229
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Iron-Catalyzed Synthesis of Selenoesters from Diselenides and Acyl Chlorides or Acid Anhydrides in the Presence of Magnesium Dust

Kai Rena, Min Wanga, Ping Liua, Lei Wang*a,b
a Department of Chemistry, Huaibei Coal Teachers College, Huaibei, Anhui 235000, P. R. of China
b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. of China
Fax: +86(561)3090518; e-Mail: leiwang@hbcnc.edu.cn;
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Publication History

Received 5 November 2009
Publication Date:
20 January 2010 (online)

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Abstract

A novel and efficient synthetic methodology for the iron-catalyzed preparation of selenoesters by the reaction of diselenides with acyl chlorides or acid anhydrides has been developed. In the presence of magnesium dust, iron catalyzes the cleavage of the Se-Se bonds of the diselenides; the subsequent smooth reaction with acyl chlorides or acid anhydrides generates the corresponding selenoesters in good yields. The reaction could be carried out under neutral reaction conditions, and the method is simple, efficient, and practical.

Key words

iron catalyst - magnesium dust - selenoesters - diselenides - acyl chlorides - acid anhydrides