Synthesis 2020; 52(08): 1203-1210
DOI: 10.1055/s-0039-1690054
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© Georg Thieme Verlag Stuttgart · New York

Oxidation of 4-Aryl-1,1,1-trifluorobut-2-en-2-yl Trifluoro­methanesulfonates by 4-Picoline-N-Oxide: A Novel Approach to β-Trifluoromethyl-α,β-enones

Dong Li
,
Shujun Lv
,
Jingping Qu
,
Yuhan Zhou
State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology, 2 Linggong Road, Dalian 116024, P. R. of China   Email: zhouyh@dl.cn
› Author Affiliations
Financial support for this work was provided by the National Natural Science Foundation of China (No. 21878037).
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Publication History

Received: 28 October 2019

Accepted after revision: 19 January 2020

Publication Date:
10 February 2020 (online)


Abstract

An efficient approach to β-trifluoromethyl-α,β-enones via oxidation of 4-aryl-1,1,1-trifluorobut-2-en-2-yl trifluoromethanesulfonates is described. The reaction proceeds smoothly under mild and metal­-free conditions and tolerates a wide range of functional groups. Various β-trifluoromethyl-α,β-enones were obtained in moderate to good yields.

Supporting Information