Issue 21, 2022

Potassium tert-butoxide promoted regioselective deuteration of pyridines

Abstract

A regioselective deuteration at the β- and γ-position of pyridines is reported. Efficient deuteration occurred with a combination of KOtBu and DMSO-d6, replenishing the prevailing α-deuteration of the pyridine systems. Preliminary mechanistic studies suggested that the dimsyl carbanion acts as one of the key intermediates.

Graphical abstract: Potassium tert-butoxide promoted regioselective deuteration of pyridines

Supplementary files

Article information

Article type
Communication
Submitted
20 N’w 2021
Accepted
11 Yan 2022
First published
14 Yan 2022

Chem. Commun., 2022,58, 3497-3500

Potassium tert-butoxide promoted regioselective deuteration of pyridines

Y. Li, C. Zheng, Z. Jiang, J. Tang, B. Tang and Z. Gao, Chem. Commun., 2022, 58, 3497 DOI: 10.1039/D1CC07128A

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