4.6 Article

Synthesis of Difluoromethylated Alkenes via Copper-Catalyzed Protodefluorination of ss-(Trifluoromethyl)styrenes

Journal

CHEMISTRY-AN ASIAN JOURNAL
Volume -, Issue -, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.202300655

Keywords

protodefluorination; copper catalysis; difluoromethyl alkenes; hydroboration; defluoroborylation

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Under typical copper-catalyzed hydroboration conditions, ss(trifluoromethyl)styrenes undergo protodefluorination to form difluoromethylated alkenes, which is distinct from trifluoromethyl alkenes with alkyl substituents that predominantly give defluoroborylation products.
Under typical copper-catalyzed hydroboration conditions, ss(trifluoromethyl)styrenes demonstrate unusal reactivities by forming difluoromethylated alkenes via a net protodefluorina- tion process. This is also distinct from trifluoromethyl alkenes with alkyl substituents where defluoroborylation products predominate.

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