Issue 95, 2014
From the journal:

Chemical Communications

Radical cascade cyanomethylation of activated alkenes to construct cyano substituted oxindoles†

Juan Li,a   Zhigang Wang,a   Ningjie Wu,a   Ge Gao*a  and  Jingsong You*a  

* Corresponding authors

a Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, and State Key Laboratory of Biotherapy, West China Medical School, Sichuan University, 29 Wangjiang Road, Chengdu 610064, P. R. China
E-mail: gg2b@scu.edu.cn, jsyou@scu.edu.cn
Fax: +86-28-85412203

Abstract

The cyanomethyl radical was easily generated from acetonitrile by using DTBP, which was applied to a cascade alkene addition and cyclization reaction to construct useful oxindole derivatives. This protocol features simple manipulation, cheap reagents and a broad substrate scope. In addition, nitro substituted oxindoles were also synthesized for the first time.

Graphical abstract: Radical cascade cyanomethylation of activated alkenes to construct cyano substituted oxindoles

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Article information

DOI
https://doi.org/10.1039/C4CC07667B
Article type
Communication
Submitted
29 Sep 2014
Accepted
09 Oct 2014
First published
10 Oct 2014

Chem. Commun., 2014,50, 15049-15051

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Radical cascade cyanomethylation of activated alkenes to construct cyano substituted oxindoles

J. Li, Z. Wang, N. Wu, G. Gao and J. You, Chem. Commun., 2014, 50, 15049 DOI: 10.1039/C4CC07667B

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