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Citation: TANG Shi, LI Zhihao, DENG Youlin, GAN Yabing, YUAN Shiliang, ZHOU Xiangqi, . Metal-free Cyclization of Alkenes Toward Perfluorinated Oxindoles[J]. Chinese Journal of Applied Chemistry, ;2015, 32(11): 1246-1252. doi: 10.11944/j.issn.1000-0518.2015.11.150108 shu

Metal-free Cyclization of Alkenes Toward Perfluorinated Oxindoles

TANG Shi ^a,b,, ,
LI Zhihao ^a ,
DENG Youlin ^a ,
GAN Yabing ^a ,
YUAN Shiliang ^a ,
ZHOU Xiangqi ^a ,
^b,,

1.
a College of Chemistry and Chemical Engineering, Jishou University, Jishou, Hu'nan 427000, China;
2.
b College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, China

Corresponding author: TANG Shi, ,
Received Date: 23 March 2015
Available Online: 19 May 2015
Fund Project: 国家自然基金资助项目(21462017) (21462017)林产化工工程湖南省重点实验室开发基金(JDZ201402) (JDZ201402)

A metal-free cyclization reaction of activated alkenes with nonafluorobutyl iodide toward perfluorinated oxindoles was developed. In the presence of azodiisobutyronitrile(AIBN), various N-arylacrylamide underwent radical cyclization smoothly to afford a series of synthetically important perfluorinated oxindoles in 53%~85% yields. This work provides a novel high efficient,cheap and green route for the synthesis of perfluorinated oxindoles having potential medicinal values.
- metal-free,
- azodiisobutyronitrile,
- C-H cyclization,
- radical,
- perfluorinated oxindole
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