Direct Synthesis of α-Sulfenylated Ketones under Electrochemical Conditions
Aline A. N. de Souza, Aloisio de Andrade Bartolomeu, Timothy J. Brocksom, Timothy Noël, Kléber T. de Oliveira
Abstract
We investigated the electrochemical sulfenylation reaction in both batch and continuous flow regimes, involving thiophenols/thiols and enol-acetates to yield α-sulfenylated ketones, without using additional oxidants or catalysts. Studies with different electrolytes were also performed, revealing that quaternary ammonium salts are the best mediators for this reaction. Notably, during the study of the reaction scope, a Boc-cysteine proved to be extremely tolerant to our protocol, thus increasing its relevance. The methodology also proved to be scalable in both batch and continuous flow conditions, opening up possibilities for further studies since these relevant functional groups are important moieties in organic synthesis.