3 years ago

Trifluoromethylfluorosulfonylation of Unactivated Alkenes Using Readily Available Ag(O2CCF2SO2F) and N-fluorobenzenesulfonimide

Trifluoromethylfluorosulfonylation of Unactivated Alkenes Using Readily Available Ag(O2CCF2SO2F) and N-fluorobenzenesulfonimide
Chao Liu, Yong Guo, Hao Wu, Ji-Chang Xiao, Qing-Yun Chen, Yongan Liu
Presented is a novel intermolecular radical trifluoromethylfluorosulfonylation of unactivated alkenes under mild reaction conditions with good functional-group tolerance in the most atom-economic manner by using readily available Ag(O2CCF2SO2F) and N-fluorobenzenesulfonimide (NFSI). Both the trifluoromethyl and sulfonyl groups in the products originate from Ag(O2CCF2SO2F). Making it functional: The title reaction proceeds using the readily available Ag(O2CCF2SO2F) and N-fluorobenzenesulfonimide (NFSI) under mild reaction conditions, and features good functional-group tolerance. The CF3 group in the product originates from a AgCF3 species formed from Ag(O2CCF2SO2F), and the in situ generated SO2 is trapped and converted into a sulfonyl group, thus demonstrating the atom-economy of the reaction.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201709663

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