Chinese Journal of Organic Chemistry >
Research of Visible Light/Lewis Base Dual Catalytic Defluorinative Silylation of Trifluoromethyl-Substituted Alkenes
Received date: 2023-05-02
Revised date: 2023-06-30
Online published: 2023-07-20
Supported by
National Natural Science Foundation of China(22171080); Natural Science Foundation of Shanghai(23ZR1417200)
A novel photoredox/Lewis base dual-catalytic defluorinative silylation reaction of trifluoromethylsubstituted alkenes for the synthesis of gem-difluoroallylsilanes is reported, where silylboranes are employed as the silyl donor reagents. The protocol proceeds via the catalytic activation of Si—B bond by a Lewis base quinuclidine and the formation of silyl radical, making it easy to scale up. It features mild and green reaction conditions, simple reaction system, broad substrate scope and good functional group compatibility. Furthermore, the potential of this class of building blocks in the construction of various gem-difluoromethyl-containing structures has been also demostrated.
Jiajie Zhu , Yi Wan , Qiyang Yuan , Jinlian Wei , Yongqiang Zhang . Research of Visible Light/Lewis Base Dual Catalytic Defluorinative Silylation of Trifluoromethyl-Substituted Alkenes[J]. Chinese Journal of Organic Chemistry, 2023 , 43(10) : 3623 -3634 . DOI: 10.6023/cjoc202304034
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