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Cathodic N–O Bond Cleavage of N-Alkoxy Amide (Supporting Information)
dataset
posted on 2023-09-14, 05:22 authored by Eisuke SATO, Sayaka OGITA, Koichi MITSUDO, Seiji SUGACathodic reduction efficiently cleaved N–O bonds. The simple cathodic reduction of Weinreb amides in a divided cell afforded the corresponding amide in good yields. Cyclic voltammetry experiments and density functional theory calculations suggested that the direct reduction of the N-methoxy amide generates the methoxy radical and amide anion. The release of methanol derived from methoxy radical would be the driving force of the N–O bond cleavage.
Funding
Japan Society for the Promotion of Science
Synthesis of Functional Molecules by Electrochemical Carbon-Heteroatom Bond Formations
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