Visible-light-promoted sulfonylmethylation of imidazopyridines

Publication date: Available online 19 September 2019Source: Chinese Chemical LettersAuthor(s): Xia Mi, Yuanfang Kong, Jingyu Zhang, Chao Pi, Xiuling CuiABSTRACTThe visible light promoted C-H sulfonylmethylation of imidazopyridines with easily accessible bromomethyl sulfones under mild reaction conditions was described. This protocol provides an effective and practical access to sulfonylmethylated imidazopyridines with good functional group tolerance. The desired products were provided in moderate to excellent yields for 50 examples at room temperature. The method could also be an attractive strategy to install a methyl group on imidazopyridines.Graphical abstractAn effective method for the synthesis of sulfonylmethylated imidazopyridines was described with Ir(ppy)3 as photocatalyst under visible light irradiation. This reaction could be performed smoothly under mild conditions and has a wide substrate scope and good functional group tolerance. Meanwhile, desulfonylation of several selected compounds was easily achieved under reducing conditions to unveil the methyl group. The method may be an attractive strategy to install a methyl group on imidazopyridines.

Source: Chinese Chemical Letters - September 21, 2019 Category: Chemistry Source Type: research