Visible-Light-Promoted Metal-Free Aerobic Oxidation of Primary Amines to Acids and Lactones

Abstract

A unique metal-free aerobic oxidation of primary amines via visible light photocatalytic double carbon-carbon bonds cleavage and multi carbon-hydrogen bonds oxidation was observed. Aerobic oxidation of primary amines could be controlled to afford acids by using dioxane with 18 W CFL, and lactones by using DMF with 8 W green LEDs, respectively. A plausible mechanism was proposed based on control experiments. This observation showed direct evidences for the fragmentation in the aerobic oxidation of aliphatic primary amines.

Keywords: acids; aerobic oxidation; amines; carbon-carbon bond cleavage; visible light.