Abstract
In this report, a simple and efficient solvent-controlled chemodivergent method was developed to realize C3-ethoxycarbonylmethylation/hydroxyalkylation of imidazo[1,2-a]pyridines under blue-LED irradiation using the same starting material. The desired products were isolated in moderate to high yields. Based on the results of control experiments, cyclic voltammetry and spectrophotometric studies, we proposed that the studied reaction might proceed via a radical process. Imidazo[1,2-a]pyridine diethyl malonate is not only a product, but also a main intermediate for the production of the hydroxyalkylation and alkoxyalkylation products of imidazo[1,2-a]pyridine. More importantly, the photocatalyst played the role of the oxidant for imidazo[1,2-a]pyridine, and the reductant for diethyl bromomalonate.
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