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. 2016 Aug 5;18(15):3850-3.
doi: 10.1021/acs.orglett.6b01862. Epub 2016 Jul 14.

TfNHNHBoc as a Trifluoromethylating Agent for Vicinal Difunctionalization of Terminal Alkenes

Jing-Yu Guo  1 , Ruo-Xin Wu  1 , Ji-Kang Jin  1 , Shi-Kai Tian  1
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TfNHNHBoc as a Trifluoromethylating Agent for Vicinal Difunctionalization of Terminal Alkenes

Jing-Yu Guo et al. Org Lett. .

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.

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