Synthesis of 2,4,6-Trisubstituted Pyrimidines through Copper-Catalyzed [4 + 2] Annulation of α,β-Unsaturated Ketoximes with Activated Nitriles

J Org Chem. 2023 Sep 1;88(17):12236-12243. doi: 10.1021/acs.joc.3c00687. Epub 2023 Aug 23.

Abstract

The copper-catalyzed [4 + 2] annulation of α,β-unsaturated ketoximes with activated nitriles for the rapid construction of 2,4,6-trisubstituted pyrimidines in moderate to good yields has been developed. The reaction features synthetic simplicity, good functional group tolerance, and gram-scale applicability. A plausible mechanism is proposed based on mechanistic investigations.