Decarboxylative C–H silylation of N-heteroarenes with silanecarboxylic acids
Guodong Zhang, Ye Tian, Chengyu Zhang, Xiang Li, Feng Chen
Abstract
Established decarboxylative Minisci reactions are limited to aliphatic carboxylic acids, as their analogs, silanecarboxylic acids, have been rarely investigated. Herein, we present a new decarboxylative Minisci-type reaction of N-heteroarenes with silanecarboxylic acids under photo- or silver-mediated conditions. This C-H silylation strategy provides efficient access to diverse N-heteroarylsilanes in moderate to excellent yields with high regioselectivity, among which Ag-catalysed decarboxylation of silanecarboxylic acids furnishes an unprecedented method for silyl radical generation.
Topics & Concepts
SilylationChemistryMedicinal chemistryStereochemistryOrganic chemistryCatalysisCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesRadical Photochemical Reactions