Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

Transition-Metal-Free Conversion of Trifluoropropanamides into Cyanoformamides through C–CF3 Bond Cleavage and Nitrogenation

Transition-Metal-Free Conversion of Trifluoropropanamides into Cyanoformamides through C–CF3 Bond Cleavage and Nitrogenation
Hai-Yong Tu, Xing-Guo Zhang, Tao Zhang, Fang Wang
A new transition-metal-free transformation of trifluoropropanamides into cyanoformamides through a sequence of C–CF3 bond cleavage and nitrogenation using tert-butyl nitrite as the nitrogen source is described. The method features direct detrifluoromethylation, broad substrate scopes, and excellent selectivity control, representing a new shortcut for constructing the nitrile group involving C–CF3 σ-bond cleavage.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b00626

DOI: 10.1021/acs.joc.7b00626

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