Gold-catalyzed cyclization of 1-(2′-azidoaryl) propynols: synthesis of polysubstituted 4-quinolones
作者:Xiang Wu、Lang-Lang Zheng、Li-Ping Zhao、Cheng-Feng Zhu、You-Gui Li
DOI:10.1039/c9cc06652g
日期:——
An unprecedented gold-catalyzed procedure for the synthesis of polysubstituted 4-quinolones from 1-(2'-azidoaryl) propynols is described. The reaction undergoes an intramolecular nucleophilic attack of the azide group to the Au-activated triple bonds in a 6-endo-dig manner and subsequent gold-assisted expulsion of N2 to furnish an α-imino gold carbene intermediate, which triggers a 1,2-carbon migration
描述了一种空前的金催化方法,用于从1-(2'-叠氮基芳基)丙炔醇合成多取代的4-喹诺酮。该反应经历了叠氮化物基团的分子内亲核攻击,以6-endo-dig方式对Au激活的三键进行了攻击,随后金辅助排出N2以提供α-亚氨基金卡宾中间体,从而触发了1,2 -碳迁移,最后转化为2,3-二取代的4-喹诺酮。