SCHEDULED MAINTENANCE
Electrochemical vicinal aminotrifluoromethylation of alkenes: high regioselective acquisition of β-trifluoromethylamines †
Abstract
A novel vicinal aminotrifluoromethylation of alkenes using CF3SO2Na as a trifluoromethyl precursor and acetonitrile as an N-nucleophile has been achieved by an electrooxidative strategy. The present electrochemical protocol achieves efficient and highly regioselective difunctionalization of C![[double bond, length as m-dash]](https://www.rsc.org/images/entities/char_e001.gif)
C bonds under metal-free and external oxidant-free electrolysis conditions, leading to a series of β-trifluoromethylamine compounds with good to excellent yields. It is confirmed that the reaction involves free radical processes since CF3 radicals are trapped by scavengers and the β-trifluoromethylated radical is trapped by BHT, and the deuterium-labeling experiments prove that the oxygen in the product comes from water.
- This article is part of the themed collection: Synthetic methodology in OBC
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