光诱导下三氟甲基烯烃C-F键断裂合成偕二氟烯烃

doi:10.6023/cjoc202512002

摘要/Abstract

我们发展了一种高效的光诱导自由基加成/脱氟烷基化方法。在温和的可见光条件下,二氢喹唑啉酮和三氟甲基烯烃进行加成/脱氟烷基化反应,得到多种偕二氟烯烃化合物。该方法依靠二氢喹唑啉酮的C-C键断裂生成烷基自由基,然后与三氟甲基烯烃进行加成/β-氟消除。该反应具有底物范围广泛、官能团耐受性好和操作简单等优点。

关键词: 偕二氟烯烃, C-F键断裂, 光化学, α-三氟甲基烯烃

Herein, we present a highly efficient photoinduced radical addition/defluoroalkylation of dihydroquinazolinones and CF₃-substituted alkenes, affording a diverse set of gem-difluoroalkenes under mild visible-light conditions. This strategy relies on C-C bond cleavage of dihydroquinazolinones to generate alkyl radicals, followed by addition and β-fluoride elimination. This reaction exhibits broad substrate scope, excellent functional group tolerance, and operational simplicity.

Key words: gem-Difluoroalkenes, C-F bond cleavage, Photochemistry, α-Trifluoromethyl alkenes

引用此文

王彬, 叶波, 王磊, 何红, 马永敏. 光诱导下三氟甲基烯烃C-F键断裂合成偕二氟烯烃[J]. 有机化学, doi: 10.6023/cjoc202512002.

Wang Bin, Ye Bo, Wang Lei, He Hong, Ma Yongmin. Photoinduced C-F Bond Cleavage α-Trifluoromethyl Alkenes for the Synthesis of gem-Difluoroalkenes[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202512002.

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