Potassium-Base-Mediated Autoxidative Diastereoselective Homocoupling of N‑Acyl-2-aminoacetophenones

We herein report a general and highly efficient method for the synthesis of dl-2,3-diamide-1,4-diones via autoxidative dehydrogenative homocoupling of N-acyl-2-aminoacetophenones mediated by t-BuOK. The transformation is mild, operationally simple, and environmentally friendly. Control experiments and stereochemical results suggest that the substrate undergoes autoxidation followed by a diastereoselective SN2 reactopm.