Deoxygenation of heteroaromatic N-oxides is commonly accomplished using chemical or enzymatic methods. In this work, we report on an expedient protocol for electrochemical reduction of pyridine N-oxide derivatives under mild conditions. A diverse range of mono- and bis-N-oxides were converted into the corresponding nitrogen bases in good yields. Importantly, the method is highly selective towards N-oxides and tolerates challenging halo and nitro substituents in the heteroaromatic ring.
Funding
Russian Science Foundation for grant 18- 73-10156
History
School
Science
Department
Chemistry
Published in
European Journal of Organic Chemistry
Volume
2020
Issue
22
Pages
3317 - 3319
Citation
Fukazawa, Y., Rubtsov, A.E. and Malkov, A.V., (2020), A mild method for electrochemical reduction of Heterocyclic N-Oxides. European Journal of Organic Chemistry, 2020 (22), pp.3317-3319.
This is the peer reviewed version of the following article: Fukazawa, Y., Rubtsov, A.E. and Malkov, A.V., (2020), A mild method for electrochemical reduction of Heterocyclic N-Oxides. European Journal of Organic Chemistry, 2020 (22), pp.3317-3319, which has been published in final form at https://doi.org/10.1002/ejoc.202000377. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions