Highly efficient one-pot synthesis of fused pyrimidones from 2-heteroaryl amines and Morita–Baylis–Hillman carbonates via intermolecular cyclocondensation

Abstract

A highly selective and efficient cyclocondensation reaction for construction of various 3-substituted-2H-pyrido[1,2-a]pyrimidin-2-ones and related fused pyrimidones from allylic carbonates and 2-heteroaryl amines has been developed. The transformation involves one-pot sequential aza-Michael addition, intramolecular acyl substitution, and [1,3]-H shift. The method is catalyst free, eco-friendly, scalable, and completes within a short reaction time, with no work-up, no column purification, and demonstrate a broad functional group tolerance.

Graphical Abstract

Keywords:

• Cyclocondensation
• fused pyrimidones
• green chemistry
• 2-heteroaryl amines
• MBH carbonates

Acknowledgments

The authors sincerely thank the Senior Management of Jubilant Biosys Ltd. for providing the facilities to conduct this research work and also thankful to the Management of Jamal Mohamed College.

Disclosure statement

The authors declare no competing financial interest.