4.8 Article

Radical Alkynyltrifluoromethylation of Alkenes Initiated by an Electron Donor-Acceptor Complex

Journal

ORGANIC LETTERS
Volume 19, Issue 5, Pages 1240-1243

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00337

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Funding

  1. National Natural Science Foundation of China [21672098, 21472084]

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Radical alkynyltrifluoromethylation of alkenes with actylenic triflones has been achieved. This radical chain reaction is initiated by a catalytic amount of an electron-donor acceptor complex composed of Togni's reagent and N-methylmorpholine. This transformation proceeds under exceptionally mild and operationally simple conditions. A variety of alkenes are compatible in this protocol including aliphatic alkenes, vinyl ethers, enecarbamates, styrenes, and even acrylates, providing diverse, beta-trifluoromethyl alkynes in good to excellent yields.

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