J-STAGE Data
Browse
1/1
2 files

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 SUGA

Cathodic 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

Japan Society for the Promotion of Science

Find out more...

Development of electron transfer-driven cyanation reaction using trimethylsilyl cyanide

Japan Society for the Promotion of Science

Find out more...

Development of reaction module for automatic optimization of catalytic organic reaction

Japan Society for the Promotion of Science

Find out more...

History

Corresponding author email address

suga@cc.okayama-u.ac.jp

Copyright

© 2023 The Author(s).

Usage metrics

    Electrochemistry

    Categories

    Licence

    Exports

    RefWorks
    BibTeX
    Ref. manager
    Endnote
    DataCite
    NLM
    DC