Electrochemical Trifluoromethylalkoxylation of endocyclic enamides in batch and flow - Archive ouverte HAL
Article Dans Une Revue Advanced Synthesis and Catalysis Année : 2024

Electrochemical Trifluoromethylalkoxylation of endocyclic enamides in batch and flow

Résumé

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.
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Dates et versions

hal-04793338 , version 1 (20-11-2024)

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Elise Leclercq, Waël Barakat, Radhouan Maazaoui, Maël Penhoat, Isabelle Gillaizeau, et al.. Electrochemical Trifluoromethylalkoxylation of endocyclic enamides in batch and flow. Advanced Synthesis and Catalysis, 2024, 366 (13), pp.2919-2925. ⟨10.1002/adsc.202301485⟩. ⟨hal-04793338⟩
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