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Electrochemical-induced regioselective C-3 thiomethylation of imidazopyridines via a three-component cross-coupling strategy
- Wen, Jiangwei, Niu, Cong, Yan, Kelu, Cheng, Xingda, Gong, Ruike, Li, Mengqian, Guo, Yongqiang, Yang, Jianjing, Wang, Hua
- Green chemistry 2020 v.22 no.4 pp. 1129-1133
- ambient temperature, catalysts, cross-coupling reactions, green chemistry, methanol, moieties, oxidants, regioselectivity, sulfur, thiocyanates
- 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.