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Citation: LI Zhihao, TANG Shi, ZHOU Dong, DENG Youlin, LI Yuhua, LI Shuhua. Copper-catalyzed Cyanoalkylation of Alkenes to Form Cyano-containing Oxindoles[J]. Chinese Journal of Applied Chemistry, ;2015, 32(8): 884-891. doi: 10.11944/j.issn.1000-0518.2015.08.150005 shu

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

LI Zhihao ^a ,
TANG Shi ^a,b,, ,
ZHOU Dong ^a ,
DENG Youlin ^a ,
LI Yuhua ^a ,
LI Shuhua ^a

1.
a Key Laboratory of Hu'nan Forest Product and Chemical Industry Engineering, Jishou University, Zhangjiajie, Hu'nan 416000, China;
2.
b College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, China

Corresponding author: TANG Shi,
Received Date: 6 January 2015
Available Online: 14 April 2015
Fund Project: 国家自然科学基金(21462017) (21462017)林产化工工程湖南省重点实验室开发基金(JDZ201402) (JDZ201402)

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 α-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.
- α-cyano azo compounds,
- cyano-containing oxindoles,
- C-H cyclization,
- radical,
- copper catalysis
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