Synthesis 2015; 47(07): 969-975
DOI: 10.1055/s-0034-1379972
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of β-Trifluoromethylthio- and β-Trifluoromethylseleno-α,β-unsaturated Ketones through Copper-Mediated Trifluoromethylthio(seleno)lation

Chuanqi Hou
Department of Chemistry, Fuzhou University, Fuzhou, 350108, P. R. of China   Email: zweng@fzu.edu.cn
,
Xiaoxi Lin
Department of Chemistry, Fuzhou University, Fuzhou, 350108, P. R. of China   Email: zweng@fzu.edu.cn
,
Yangjie Huang
Department of Chemistry, Fuzhou University, Fuzhou, 350108, P. R. of China   Email: zweng@fzu.edu.cn
,
Zhirong Chen*
Department of Chemistry, Fuzhou University, Fuzhou, 350108, P. R. of China   Email: zweng@fzu.edu.cn
,
Zhiqiang Weng*
Department of Chemistry, Fuzhou University, Fuzhou, 350108, P. R. of China   Email: zweng@fzu.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 29 September 2012

Accepted after revision: 11 December 2014

Publication Date:
22 January 2015 (eFirst)

Abstract

An efficient and convenient synthetic methodology has been developed with which to construct β-trifluoromethylthio- and seleno-α,β-unsaturated ketones through copper-mediated trifluoromethyl­thio(seleno)lation of β-bromo α,β-unsaturated ketones. The corresponding ketone products were isolated in moderate to good yields and were efficiently converted into valuable alcohols.

Supporting Information

 
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