Accessing indole–isoindole derivatives <i>via</i> palladium-catalyzed [3+2] cyclization of isocyanides with alkynyl imines
作者:Dianpeng Chen、Jianming Li、Gongle Liu、Xiuhua Zhang、Xin Wang、Yongwei Liu、Xuan Liu、Xinghai Liu、Yongqin Li、Yingying Shan
DOI:10.1039/d3cc02654j
日期:——
proceeds via a palladium-catalyzed [3+2] cyclization of isocyanides with alkynyl imines. In this transformation, the palladium catalyst has a triple role, serving simultaneously as a π acid, a transition-metal catalyst and a hydride ion donor, thus enabling the dual function of isocyanide both as a C1 synthon for cyanation and a C1N1 synthon for imidoylation. Significantly, the reaction is the sole successful
开发了一种制备吲哚-异吲哚衍生物的简便方案,并通过钯催化的异氰化物与炔基亚胺的[3+2]环化进行。在此转化中,钯催化剂具有三重作用,同时充当π酸、过渡金属催化剂和氢负离子供体,从而使异氰化物具有双重功能,即作为氰化的C1合成子和用于亚氨酰化的C1N1合成子。值得注意的是,该反应是获得吲哚-异吲哚衍生物的唯一成功范例,并将为组装独特的N-杂环框架开辟新途径。此外,该方案的合成价值在生理活性分子的后期修饰和聚集诱导发射化合物的构建中得到了证明。