Organo-Photoredox Catalyzed Oxidative Dehydrogenation of N-Heterocycles

Chemistry. 2017 Oct 12;23(57):14167-14172. doi: 10.1002/chem.201703642. Epub 2017 Sep 18.

Abstract

We report here for the first time the catalytic oxidative dehydrogenation of N-heterocycles by a visible-light organo-photoredox catalyst with low catalyst loading (0.1-1 mol %). The reaction proceeds efficiently under base- and additive-free conditions with ambient air at room temperature. The utility of this benign approach is demonstrated by the synthesis of various pharmaceutically relevant N-heteroarenes such as quinoline, quinoxaline, quinazoline, acridine, and indole.

Keywords: heterocycles; homogeneous catalysis; oxidative dehydrogenation; quinoline; synthetic methods.