铜(Ⅱ)介导的芳基丙烯酰胺的级联氰基甲基化合成氰基取代的喹啉-2,4-二酮  

Copper(Ⅱ)-mediated cascade cyanomethylation of arylacrylamides to access cyano substituted quinoline-2,4-diones

作　　者：李莉 连国 路明坤 孙焕 刘吉开[1] LI Li;LIAN Guo;LU Mingkun;SUN Huan;LIU Jikai(School of Pharmaceutical Sciences,South-Central Minzu University,Wuhan 430074,China)

机构地区：[1]中南民族大学药学院,武汉430074

出　　处：《中南民族大学学报（自然科学版）》2022年第6期653-662,共10页Journal of South-Central University for Nationalities：Natural Science Edition

基　　金：国家自然科学基金资助项目(81803395);湖北省自然科学基金资助项目(2018CFB222);中央高校基本科研业务费专项资金资助项目(CZY20023);中南民族大学大学生创新创业培训计划资助项目(GCX2027)。

摘　　要：描述了一种实用、高效的铜介导邻氰基芳基丙烯酰胺与乙腈的串联自由基加成/环化反应,实现了以乙腈为自由基前体的铜介导的邻氰基芳基丙烯酰胺的级联氰基甲基化,以合成氰基取代的喹啉-2,4-二酮.在温和条件下,以较高产率得到了多种取代基取代的氰甲基化的喹啉-2,4-二酮产物,为氰甲基引入各种喹啉-2,4-二酮提供了新方法.该方法操作简单,反应条件温和,底物普适性广,具有较好的发展前景.A practical and efficient Cu-mediated serial radical addition/cyclization reaction of o-cyanoaryl acrylamide with acetonitrile was described.A copper-mediated cascade cyanomethylation of o-cyanoaryl acrylamide with acetonitrile as the radical precursor to access cyano substituted quinoline-2,4-dione was realized.The cyanomethylated quinoline-2,4-diketone products substituted by various substituents could be obtained with high yield under mild conditions,which provided a new method for introducing cyanomethyl group into various quinoline-2,4-diketones products.The method had the advantages of simple operation,mild reaction condition,wide substrate tolerance and great developmental prospect.

关 键 词：铜介导 自由基加成/环化 氰基甲基化 喹啉-2 4-二酮 

分 类 号：O621.3[理学—有机化学]