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Published on: November 9, 2019
Visible light-induced one-pot synthesis of CF3/CF2-substituted cyclobutene derivatives
Xiao Hu1, Aishun Ding1, Dawen Xu2
1Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai 200438, P. R. China. Hao_Guo@fudan.edu.cn.
Abstract:
An efficient one-pot approach for the controllable synthesis of trifluoromethyl/gem-difluoromethylene substituted cyclobutene derivatives has been developed. The mechanism may involve visible light-induced [2+2]-cycloaddition of quinolinones with 1-bromo-1-trifluoromethylethene, followed by base-promoted dehydrobromination, [1,3]-H shift and further dehydrofluorination. A variety of CF3/CF2-substituted cyclobutenes that are currently difficult to obtain are afforded in good yields in this protocol, which may find its way into future fluorinated cyclobutene preparation.
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