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Palladium-Catalyzed Hiyama Cross-Coupling of Heterocyclic Phosphonium Salts with Arylsilanes

Yaqi Liu, Rui Yang, Hongfang Li, Teck‐Peng Loh, Mingzhu Lu

2025Organic Letters11 citationsDOI

Abstract

We report herein the palladium-catalyzed Hiyama cross-coupling of heterocyclic phosphonium salts with diverse (hetero)arylsilanes through C-P bond cleavage, providing an alternative approach for the highly regioselective functionalization of pyridines and relevant nitrogen-containing heterocycles. This silicon-based protocol is amenable to gram-scale synthesis and also applicable to the late-stage functionalization of pharmaceutically relevant complex molecules.

Topics & Concepts

ChemistryPhosphoniumCatalysisPalladiumCombinatorial chemistryOrganic chemistryCoupling (piping)Polymer chemistryEngineeringMechanical engineeringCatalytic Cross-Coupling ReactionsRadical Photochemical ReactionsCatalytic C–H Functionalization Methods