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TfNHNHBoc as a Trifluoromethylating Agent for Vicinal Difunctionalization of Terminal Alkenes.
August 05 2016
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Abstract
An unprecedented application of trifluoromethanesulfonyl hydrazides as trifluoromethylating agents has been demonstrated in two vicinal difunctionalization reactions of terminal alkenes: the copper-catalyzed three-component vicinal chlorotrifluoromethylation of arylakenes with TfNHNHBoc and NaCl and the tandem trifluoromethylation/cyclization of N-arylacrylamides with TfNHNHBoc. The reactions proceeded in the presence of inexpensive oxidants under mild conditions and provided a range of structurally diverse trifluoromethyl-containing compounds with high regioselectivity.