Tuning the Annulation Reactivity of Vinyl Azides and Carbazates: A Divergent Synthesis of Aza-pyrimidinones and Imidazoles

• DOI: 10.1021/acs.orglett.5b02180
• Publication Date: 2015-09-02T14:39:02Z
• Authors: Jiaan Shao; Xingyu Liu; Ke Shu; Pai Tang; Jing Luo; Wenteng Chen; Yongping Yu
• Keywords: Annulation; Pyrimidinones; Chemoselectivity; Reactivity

A divergent cascade annulation has been developed using readily available vinyl azides and carbazates with a wide range of substituents. Vinyl were successfully applied as bifunctional partners to prepare aza-pyrimidinones via 6-ring closure well construct polyfunctionalized imidazoles 5-ring N-substituted carbazates. The aza-heterocycles obtained high levels chemoselectivity excellent yields.