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Synthesis 2012(6): 934-940  
DOI: 10.1055/s-0031-1289705
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Copper(I) Iodide Catalyzed 3-Sulfenylation of Indoles with Unsymmetric Benzothiazolyl-Containing Disulfides at Room Temperature

Wenlei Ge, Yunyang Wei*
School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, P. R. of China
Fax: +86(25)84317078; e-Mail: ywei@mail.njust.edu.cn;
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Publication History

Received 5 December 2011
Publication Date:
14 February 2012 (online)

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Abstract

A highly efficient protocol for the synthesis of 3-sulfenylindoles in moderate to excellent yields via the reaction of indoles with unsymmetric benzothiazolyl-containing disulfides is described. Copper(I) iodide is used as the catalyst and the reactions take place at room temperature. The by-product, 2-mercaptobenzothiazole, can be easily recovered and reused.

Key words

indoles - 3-sulfenylindoles - sulfur - copper(I) iodide - unsymmetric disulfides

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