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Selective single C-F bond arylation of trifluoromethylalkene derivatives.


ABSTRACT: A strategically novel single C-F bond functionalization of CF3-derived molecules, which shows a prominent advantage for the expedient construction of difluoromethylene-bridged organic scaffolds, is disclosed. The reported protocol consists of SN2' amination, N-alkylation and palladium-catalyzed allylic substitution reactions, which enables straightforward arylation and alkenylation of vinyltrifluoromethane derivatives. Furthermore, this strategy is characterized by its broad substrate scope with respect to both CF3-alkene and arylboronic acid derivatives.

SUBMITTER: Tang L 

PROVIDER: S-EPMC6849639 | biostudies-literature | 2019 Oct

REPOSITORIES: biostudies-literature

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Selective single C-F bond arylation of trifluoromethylalkene derivatives.

Tang Luning L   Liu Ze-Yao ZY   She Wenzhi W   Feng Chao C  

Chemical science 20190805 37


A strategically novel single C-F bond functionalization of CF<sub>3</sub>-derived molecules, which shows a prominent advantage for the expedient construction of difluoromethylene-bridged organic scaffolds, is disclosed. The reported protocol consists of S<sub>N</sub>2' amination, <i>N</i>-alkylation and palladium-catalyzed allylic substitution reactions, which enables straightforward arylation and alkenylation of vinyltrifluoromethane derivatives. Furthermore, this strategy is characterized by i  ...[more]

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