Silver-Enabled General Radical Difluoromethylation Reaction with TMSCF2 H

Jun Yang; Shengqing Zhu; Fang Wang; Feng-Ling Qing; Lingling Chu

doi:10.1002/anie.202014587

Silver-Enabled General Radical Difluoromethylation Reaction with TMSCF₂ H

Angew Chem Int Ed Engl. 2021 Feb 19;60(8):4300-4306. doi: 10.1002/anie.202014587. Epub 2020 Dec 23.

Authors

Jun Yang¹, Shengqing Zhu¹, Fang Wang¹, Feng-Ling Qing¹, Lingling Chu¹

Affiliation

¹ State Key Laboratory for Modification of Chemical Fibers and Polymer Materials, College of Chemistry, Chemical Engineering and Biotechnology, Center for Advanced Low-Dimension Materials, Donghua University, Shanghai, 201620, China.

PMID: 33197092
DOI: 10.1002/anie.202014587

Abstract

A silver-mediated oxidative difluoromethylation of styrenes and vinyl trifluoroborates with TMSCF₂ H is reported for the first time. This method enables direct and facile access to CF₂ H-alkenes from abundant alkenes with excellent functional-group compatibility. Moreover, this Ag/TMSCF₂ H protocol could further enable a series of radical difluoromethylation reactions of a wide array of substrates, offering a generic and complementary platform for the construction of diversified C-CF₂ H bonds.

Keywords: alkenes; difluoromethylation; heteroarenes; radical fluoroalkylation; silver.

Grants and funding

21991123, 21971036, 21901036/Natural Science Foundation of China