Issue 74, 2025

Highly regioselective, ligand-differentiated platinum-catalysed hydrosilylation of propynamides

Abstract

We present, for the first time, a highly regio- and stereoselective ligand-divergent hydrosilylation reaction. The methodology produces diverse amido-vinyl silanes from readily available propynamides. Employing platinum catalysis utilizing commercially available ligands, silyl-α,β-unsaturated amides are produced in synthetically useful yields (up to 91%). This methodology allows, for the first time, an unprecedented ligand differentiated hydrosilylation methodology to form β-(E)-silyl-α,β-unsaturated amides in high regioselectivity and α-silyl-α,β-unsaturated amides with complete regioselective control (>99 : 1).

Graphical abstract: Highly regioselective, ligand-differentiated platinum-catalysed hydrosilylation of propynamides

Supplementary files

Article information

Article type
Communication
Submitted
07 Jul 2025
Accepted
12 Aug 2025
First published
13 Aug 2025
This article is Open Access
Creative Commons BY license

Chem. Commun., 2025,61, 14121-14124

Highly regioselective, ligand-differentiated platinum-catalysed hydrosilylation of propynamides

E. L. R. Leonard, M. E. Boyd, G. R. Akien and M. G. McLaughlin, Chem. Commun., 2025, 61, 14121 DOI: 10.1039/D5CC03832D

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