Synergetic catalysis of Se and Cu allowing diethoxylation of halomethylene ketones using O2 as the mild oxidant?

Reaction Chemistry & Engineering Pub Date: 2021-01-26 DOI: 10.1039/D0RE00471E

Abstract

PhSe(O)OH/Cu(OAc)2-Catalyzed diethoxylation of halomethylene ketones for the construction of useful α-keto acetals was developed. Synergetic catalysis of Se and Cu allowed the utilization of molecular oxygen as a safe oxidant instead of explosive hydrogen peroxide. The easily accessible bromo-containing substrates could release HBr during the reaction, which promoted the key enol intermediate to avoid the use of acidic additives and allow the reaction to occur under mild conditions.

Graphical abstract: Synergetic catalysis of Se and Cu allowing diethoxylation of halomethylene ketones using O2 as the mild oxidant
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