Synlett 2015; 26(16): 2194-2198
DOI: 10.1055/s-0034-1381041
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© Georg Thieme Verlag Stuttgart · New York

Domino Aryne Precursor: A Step beyond the Boundary of Traditional Aryne Chemistry

Dachuan Qiu
School of Chemistry and Chemical Engineering, Chongqing University, 174 Shazheng Street, Chongqing 400030, P. R. of China   Email: y.li@cqu.edu.cn
,
Jiarong Shi
School of Chemistry and Chemical Engineering, Chongqing University, 174 Shazheng Street, Chongqing 400030, P. R. of China   Email: y.li@cqu.edu.cn
,
Yang Li*
School of Chemistry and Chemical Engineering, Chongqing University, 174 Shazheng Street, Chongqing 400030, P. R. of China   Email: y.li@cqu.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 22 May 2015

Accepted after revision: 05.06.201

Publication Date:
09 July 2015 (online)

Abstract

In an aim to expand the scope of aryne chemistry with new synthons, a domino aryne precursor bearing an additional ortho-OTf group on Kobayashi reagent is proposed and synthesized. 2,4-Disubstituted benzothiazole could be achieved from benzothioamide derivatives and this reagent with a sequential incorporation of C–S, C–N, and C–C bonds on the consecutive positions of the aryne precursor.

 
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