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Synlett 2014; 25(2): 255-260
DOI: 10.1055/s-0033-1340288
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© Georg Thieme Verlag Stuttgart · New York

Synthesis of 2-Acylbenzothiazoles via the Cu(OTf)2-Catalyzed Tandem Reaction of β,β-Dihalidestyrenes with 2,2′-Disulfanediyldianilines

Zeng-Le Zhou
College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, P. R. of China   Fax: +86(577)86689300   Email: dengchenliang78@tom.com
,
Tao Fang
College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, P. R. of China   Fax: +86(577)86689300   Email: dengchenliang78@tom.com
,
Ri-Yuan Tang
College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, P. R. of China   Fax: +86(577)86689300   Email: dengchenliang78@tom.com
,
Xing-Guo Zhang
College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, P. R. of China   Fax: +86(577)86689300   Email: dengchenliang78@tom.com
,
Chen-Liang Deng*
College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, P. R. of China   Fax: +86(577)86689300   Email: dengchenliang78@tom.com
› Author Affiliations
Further Information

Publication History

Received: 21 August 2013

Accepted after revision: 17 October 2013

Publication Date:
03 December 2013 (online)

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Abstract

A new method has been developed for the one-pot construction of 2-acylbenzothiazoles via the Cu(OTf)2-catalyzed tandem reaction of β,β-dihalidestyrenes with 2,2′-disulfane-diyldianilines. A variety of different dihalidestyrenes and diphenyldisulfanes were efficiently converted into the corresponding 2-acylbenzothiszole derivatives in the presence of Cu(OTf)2. Most importantly, this protocol allowed for the long chain 1,1-dibromohept-1-ene to be converted into the corresponding 2-hexylbenzo[d]thiazole in moderate yield.

Keywords

Cu(OTf)2 - dihalidestyrene - diphenyldisulfane - 2-acylbenzothiazole - tandem reaction

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    for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
  • Supporting Information
 

  • References and Notes

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