铜催化烯烃氰烷基化成环合成含氰吲哚酮  

Copper-catalyzed Cyanoalkylation of Alkenes to Form Cyano-containing Oxindoles

作　　者：李志豪[1] 唐石[1,2] 周栋[1] 邓佑林[1] 李玉花[1] 黎淑华 

机构地区：[1]吉首大学,林产化工工程湖南省重点实验室 [2]中南大学化学化工学院,长沙410083

出　　处：《应用化学》2015年第8期884-891,共8页Chinese Journal of Applied Chemistry

基　　金：国家自然科学基金(21462017);林产化工工程湖南省重点实验室开发基金(JDZ201402);大学生研究性学习和创新性实验计划项目~~

摘　　要：发展一种简单、高效的铜催化活泼烯烃氰烷基化成环合成吲哚酮的方法。在Cu I/DTBP(叔丁基过氧化物)催化作用下,N-芳基丙烯酰胺类化合物与α-氰基偶氮试剂发生自由基环化反应,高效地合成了一系列含α-氰基季碳中心的吲哚酮,并探讨了其反应机理。该方法底物适用范围较广、反应体系温和,催化体系廉价。A practical, mild and highly efficient cyanoalkylation reaction of activated alkenes by copper catalysis has been developed. In the presence of CuI/DTBP （Di-tert-butyl peroxide ）, N-arylacrylamide undergoes radical cyclization smoothly, and affords a series of pharmaceutically important oxindoles bearing an a-cyano quaternary carbon center. The protocol features broad substrate scope, simplicity of operation and handling, and inexpensive catalytic systems. In addition, the synthetic application and possible mechanism process in the cyclization reaction were also demonstrated.

关 键 词：α-氰偶氮试剂 含氰吲哚酮 C—H环化 自由基 铜催化 

分 类 号：O664[理学—分析化学]