Issue 28, 2011
From the journal:

Chemical Communications

Synthesis of 3-(aminomethylene)-2-oxoindolines by palladium-catalyzed annulation of 3-chloro-2-iodo-N-arylacrylamides with amides or amines†

Guo-Bo Deng,a   Zhi-Qiang Wang,a   Ren-Jie Song,a   Ming-Bo Zhou,a   Wen-Ting Wei,a   Peng Xiea  and  Jin-Heng Li*b  

* Corresponding authors

a Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research (Ministry of Education), Hunan Normal University, Changsha 410081, China

b State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China
E-mail: jhli@hunnu.edu.cn
Fax: +86731 8887 2531
Tel: +86731 8887 2576

Abstract

A new palladium-catalyzed C–H bond activation–annulation–amination tandem method was presented for selectively synthesizing 3-(aminomethylene)-2-oxoindolines. In the presence of Pd(dba)2, xantphos (L8), AgOAc and Na2CO3, a variety of 3-chloro-2-iodo-N-arylacrylamides underwent the reaction with amides or amines to afford the corresponding 3-(aminomethylene)-2-oxoindolines in moderate to good yields.

Graphical abstract: Synthesis of 3-(aminomethylene)-2-oxoindolines by palladium-catalyzed annulation of 3-chloro-2-iodo-N-arylacrylamides with amides or amines

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Article information

DOI
https://doi.org/10.1039/C1CC11602A
Article type
Communication
Submitted
20 Mar 2011
Accepted
23 May 2011
First published
13 Jun 2011

Chem. Commun., 2011,47, 8151-8153

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Synthesis of 3-(aminomethylene)-2-oxoindolines by palladium-catalyzed annulation of 3-chloro-2-iodo-N-arylacrylamides with amides or amines

G. Deng, Z. Wang, R. Song, M. Zhou, W. Wei, P. Xie and J. Li, Chem. Commun., 2011, 47, 8151 DOI: 10.1039/C1CC11602A

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