Issue 75, 2024

Geometric constraints regulated regioselectivity: Pd-catalyzed α-deuteration of pyridines with secondary phosphine oxide

Abstract

A Pd-catalyzed regioselective H/D exchange at the α-position of pyridines was achieved by employing secondary phosphine oxide as an internal base. The proposed five-membered structure enabled the reaction to overcome its conventional ortho-directing feature, allowing the efficient deuteration of pyridines and quinolines at adjacent sites of N-atoms.

Graphical abstract: Geometric constraints regulated regioselectivity: Pd-catalyzed α-deuteration of pyridines with secondary phosphine oxide

Supplementary files

Article information

Article type
Communication
Submitted
26 Jun 2024
Accepted
15 Aug 2024
First published
16 Aug 2024

Chem. Commun., 2024,60, 10338-10341

Geometric constraints regulated regioselectivity: Pd-catalyzed α-deuteration of pyridines with secondary phosphine oxide

C. Zheng, J. Xue, Z. Jiang, J. Han, J. Wang, J. Bai, J. Chen and Z. Gao, Chem. Commun., 2024, 60, 10338 DOI: 10.1039/D4CC03089C

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