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Synthesis of (Bromodifluoromethyl)trimethylsilane and Its Applications in Organic Synthesis

Tu Zhi; Yu Jinsheng*; Zhou Jian
Science Citation Index Expanded
海南师范大学; 中国科学院

摘要

Bromodifluoromethyl trimethylsilane (TMSCF2Br) has proved to be an important difluoromethyl(alkyl)ation reagent that is widely applied in organic synthesis over the past decade, since it was used as a difluorocarbene precursor in 2011. This review aims to provide a briefly summary for the synthesis of TMSCF2Br, and to introduce the recent advances in the applications of TMSCF2Br as a difluorocarbene or trimethylsilyldifluoromethyl radical precursor for developing various difluoromethyl(alkyl)ations of different kinds of substrates. Meanwhile, the activation ways of TMSCF2Br and the possible mechanism, as well as its advantages and disadvantages in each kind of reactions are detailedly disccussed, which might provide some references and inspiration for researchers engaged in organic synthesis and organic fluorine chemistry.

关键词

(bromodifluoromethyl)trimethylsilane difluorocarbene trimethylsilyldifluoromethyl radical difluoromethylation difluoroalkylation