Electrochemical Trifluoromethylalkoxylation of Endocyclic Enamides in Batch and Flow
Elise Leclercq, Waël Barakat, Radhouan Maazaoui, Maël Penhoat, Isabelle Gillaizeau, Laëtitia Chausset‐Boissarie
Abstract
Abstract A regioselective electrochemical oxytrifluoromethylation of endocyclic enamides is reported. The 1,2‐difunctionalization proceeds under mild conditions and employs the inexpensive bench stable Langlois’ reagent. This multicomponent strategy gives access to a wide range of α,β‐substituted amines by means of various alcohols as nucleophiles in high yields and with good functional group tolerance. In addition, an electrochemically induced C−H trifluoromethylation of enamides has been developed. A continuous flow protocol using a commercial microflow electrochemical reactor was also developed with improved reaction performance and efficiency over traditional batch versions without any supporting electrolyte.