Issue 17, 2023

Decarboxylative C–H silylation of N-heteroarenes with silanecarboxylic acids

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.

Graphical abstract: Decarboxylative C–H silylation of N-heteroarenes with silanecarboxylic acids

Supplementary files

Article information

Article type
Communication
Submitted
24 Nov 2022
Accepted
30 Jan 2023
First published
31 Jan 2023

Chem. Commun., 2023,59, 2449-2452

Decarboxylative C–H silylation of N-heteroarenes with silanecarboxylic acids

G. Zhang, Y. Tian, C. Zhang, X. Li and F. Chen, Chem. Commun., 2023, 59, 2449 DOI: 10.1039/D2CC06380H

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