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

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

采用易于获取的乙烯基叠氮化物和咔唑及其广泛的取代基，已开发出一种发散性的级联环合反应。乙烯基叠氮化物作为双官能团配体，不仅成功用于与咔唑进行六元环闭合制备叠氮杂吡啶酮，还用于与N-取代咔唑进行五元环闭合构建多官能化的咪唑。所获得的叠氮杂环化合物具有高化学选择性和优异的产率。