[3 + 3]-Cycloaddition Reactions of 伪-Acidic Isocyanides with 1,3-Dipolar Azomethine Imines

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• 作者：Juan Du ; Xianxiu Xu ; Yifei Li ; Ling Pan ; Qun Liu
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：August 1, 2014
• 年：2014
• 卷：16
• 期：15
• 页码：4004-4007
• 全文大小：329K
• ISSN：1523-7052

文摘

伪-Acidic isocyanides are versatile reagents in organic synthesis, especially for the synthesis of five-membered heterocycles via [3 + 2]-cycloaddition reactions with activated multiple bonds. In this communication, the first [3 + 3]-cross-cycloaddition of 伪-acidic isocyanides with 1,3-dipolar azomethine imines to generate a series of 1,2,4-triazine derivatives with significant regiochemical control under mild catalytic reaction conditions is described. This new strategy shows that 伪-acidic isocyanides can also be taken as potent reagents for the synthesis of six-membered heterocycles through [3 + 3]-cross-cycloaddition reactions with 1,3-dipoles.