Electrochemical hydrogenation of α-ketoesters and benzoxazinones using carbon electrodes and a sustainable Brønsted acid
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Date
2020-11-26
Authors
Nemez, Dion
Sidhu, Baldeep K
Giesbrecht, Patrick
Braun, Jason
Herbert, David E
Journal Title
Journal ISSN
Volume Title
Publisher
Royal Society of Chemistry
Abstract
The direct electrochemical hydrogenation of unsaturated organic compounds containing C[double bond, length as m-dash]N and C[double bond, length as m-dash]O bonds using glassy carbon electrodes and a widely available Brønsted acid is demonstrated for a selection of α-ketoesters and benzoxazinones. In this simple set-up, the reduced products are formed with excellent selectivity, without the use of a redox mediator, and are easily recovered in good yields by extraction. The carbon-based electrode is essential to the observation of the hydrogenated product; no turnover is observed using platinum mesh.
Description
Keywords
electrochemistry
Citation
Org. Chem. Front., 2021, 8, 549-554