Cu/Ag-Catalyzed Reaction of Azirines with Anthranils: Synthesis of (Quinazolin-2-yl)methanone Derivatives
Yajun Sun, Hui-Min Sun, Ying Wang, Fang Xie
Abstract
A Cu/Ag-catalyzed annulation of 3-aryl-2H-azirines with anthranils has been developed to expedite syntheses of (quinazolin2-yl)methanone derivatives. The transformation represents an unprecedented approach which employs a copper catalysis to cleave both a N–C2 azirine bond and N–O anthranil bond. Subsequently, an unexplored 1,3-hydroxyl migration and β-N elimination are likely the key to access (quinazolin-2-yl)methanone derivatives.
Topics & Concepts
ChemistryCatalysisCombinatorial chemistryMedicinal chemistryOrganic chemistryQuinazolinone synthesis and applicationsSynthesis and Catalytic ReactionsPhenothiazines and Benzothiazines Synthesis and Activities