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

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• 作者：Jiaan Shao ; Xingyu Liu ; Ke Shu ; Pai Tang ; Jing Luo ; Wenteng Chen ; Yongping Yu
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：September 18, 2015
• 年：2015
• 卷：17
• 期：18
• 页码：4502-4505
• 全文大小：317K
• ISSN：1523-7052

文摘

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.