In:
European Journal of Organic Chemistry, Wiley, Vol. 2021, No. 22 ( 2021-06-14), p. 3289-3293
Abstract:
We report herein on the electrochemical N ‐nitrosation of secondary amines using widely available sodium/potassium nitrite as a nitrosating agent. This approach not only eliminates the need for using a combination of sodium/potassium and a strong acid but also has good functional group tolerance. The reaction is compatible with the late‐stage modification of pharmaceutical compounds and could be conducted in gram scale with a high reaction efficiency. Preliminary mechanistic studies indicate that the N ‐nitrosation occurs via the anodic oxidation of KNO 2 into an NO 2 radical which is then transformed into an NO + cation.
Type of Medium:
Online Resource
ISSN:
1434-193X
,
1099-0690
DOI:
10.1002/ejoc.v2021.22
DOI:
10.1002/ejoc.202100363
Language:
English
Publisher:
Wiley
Publication Date:
2021
detail.hit.zdb_id:
1475010-7
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