Light-Mediated Defluorosilylation of α-Trifluoromethyl Arylalkenes through Hydrogen Atom Transfer.

Org Lett

State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, College of Chemistry, Frontiers Science Center for New Organic Matter, Nankai University, Tianjin 300071, People's Republic of China.

Published: June 2022

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Article Abstract

Herein, we report a direct, light-mediated defluorosilylation protocol for converting α-trifluoromethyl arylalkenes and alkyl silanes into γ,γ-difluoroallylic compounds via a combination of photoredox catalysis and hydrogen atom transfer. The clean, convenient protocol can be scaled to the gram level, and its mild conditions make it very suitable for late-stage functionalization of complex natural products and drugs.

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http://dx.doi.org/10.1021/acs.orglett.2c01448DOI Listing

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