Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

Transition-Metal-Free Trifluoromethylation of Aldehyde Derivatives with Sodium Trifluoromethanesulfinate

Transition-Metal-Free Trifluoromethylation of Aldehyde Derivatives with Sodium Trifluoromethanesulfinate
Zheng Tan, Minjie Ni, Yunpeng Li, Yan Zhang, Shiwei Zhang, Bainian Feng
A metal-free and cost-effective synthetic protocol for the trifluoromethylation of N,N-disubstituted hydrazones with Langlois’s reagent (CF3SO2Na) to afford the corresponding functionalized trifluoromethyl ketone hydrazones has been established. It is proposed that a radical/SET mechanism proceeding via a trifluoroalkyl radical may be involved in the reaction. Applications of the methodology in industry will be found and the development of new methods for trifluoromethylation with Langlois’s reagent will be continued in our laboratory.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01359

DOI: 10.1021/acs.joc.7b01359

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