Issue 4, 2020

Electrochemical-induced regioselective C-3 thiomethylation of imidazopyridines via a three-component cross-coupling strategy

Abstract

The electrochemical-induced regioselective C-3 thiomethylation of imidazopyridines has been initially accomplished via a three-component cross-coupling strategy using thiocyanate as the sulfur source and methanol as the methyl reagent. This protocol provides a green method for the thiomethylation of imidazopyridines without the need for any exogenous oxidants and metal catalysts under room temperature conditions. A wide range of functional groups were tolerated to produce regioselective C-3 thiomethylated products in high yields. Importantly, such an electrochemical-oxidation-induced thiomethylated reaction could be easily scaled up with excellent efficiency.

Graphical abstract: Electrochemical-induced regioselective C-3 thiomethylation of imidazopyridines via a three-component cross-coupling strategy

Supplementary files

Article information

Article type
Communication
Submitted
27 Nov 2019
Accepted
16 Jan 2020
First published
27 Jan 2020

Green Chem., 2020,22, 1129-1133

Electrochemical-induced regioselective C-3 thiomethylation of imidazopyridines via a three-component cross-coupling strategy

J. Wen, C. Niu, K. Yan, X. Cheng, R. Gong, M. Li, Y. Guo, J. Yang and H. Wang, Green Chem., 2020, 22, 1129 DOI: 10.1039/C9GC04068D

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