Issue 5, 2014
From the journal:

Chemical Communications

Metal-free nitro-carbocyclization of activated alkenes: a direct approach to synthesize oxindoles by cascade C–N and C–C bond formation†

Tao Shen,a   Yizhi Yuana  and  Ning Jiao*ab  

* Corresponding authors

a State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China
E-mail: jiaoning@bjmu.edu.cn
Fax: +86-10-82805297

b State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China

Abstract

A novel and direct metal-free nitro-carbocyclization of activated alkenes leading to valuable nitro-containing oxindoles via cascade C–N and C–C bond formation has been developed. The mechanistic study indicates that the initial NO and NO2 radical addition and the following C–H functionalization processes are involved in this transformation.

Graphical abstract: Metal-free nitro-carbocyclization of activated alkenes: a direct approach to synthesize oxindoles by cascade C–N and C–C bond formation

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Article information

DOI
https://doi.org/10.1039/C3CC47336H
Article type
Communication
Submitted
25 Sep 2013
Accepted
02 Nov 2013
First published
04 Nov 2013

Chem. Commun., 2014,50, 554-556

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Metal-free nitro-carbocyclization of activated alkenes: a direct approach to synthesize oxindoles by cascade C–N and C–C bond formation

T. Shen, Y. Yuan and N. Jiao, Chem. Commun., 2014, 50, 554 DOI: 10.1039/C3CC47336H

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