Metal-Free Site-Specific Hydroxyalkylation of Imidazo[1,2- a ]pyridines with Alcohols through Radical Reaction

作者：Shengzhou Jin, Bo Xie, Sen Lin, Cong Min, Rui-Hong Deng, Zhaohua Yan · 发表于：Organic Letters · 年份：2019 · DOI：10.1021/acs.orglett.9b01212 · 被引用次数：41 · 研究领域：Catalytic C–H Functionalization Methods、Radical Photochemical Reactions、Cyclopropane Reaction Mechanisms

An effective approach to realize the direct hydroxyalkylation of imidazo[1,2- a ]pyridines with alcohols promoted by di- tert -butyl peroxide was described without any metal catalyst. It is the first time that the dehydrogenative C(sp 3 )–C(sp 2 ) coupling of imidazo[1,2- a ]pyridines with alcohols occurred regioselectively at the C-5 position of imidazo[1,2- a ]pyridines. Multisubstituted imidazopyridine derivatives were smoothly synthesized in moderate to good yields. Through a series of control experiments, a free-radical pathway was proposed to explain the experiment.