Issue 43, 2016
From the journal:

Organic & Biomolecular Chemistry

A Rh(ii)-catalyzed three-component reaction of 3-diazooxindoles with N,N-disubstituted anilines and glyoxylates for the synthesis of 3-aryl-3-substituted oxindoles†

Shi-Kun Jia,a   Long-Long Song,a   Yu-Bing Lei,a   A. Gopi Krishna Reddy,a   Dong Xinga  and  Wen-Hao Hu*a  

* Corresponding authors

a Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, School of Chemistry and Molecular Engineering, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, China
E-mail: whu@chem.ecnu.edu.cn

Abstract

A simple and effective method for the synthesis of 3-aryl-3-substituted oxindole derivatives via a [Rh]-catalyzed three-component reaction of 3-diazooxindoles with N,N-disubstituted anilines and glyoxylates is developed. This transformation is proposed to proceed through an intermolecular aldol-type trapping of zwitterionic intermediates.

Graphical abstract: A Rh(ii)-catalyzed three-component reaction of 3-diazooxindoles with N,N-disubstituted anilines and glyoxylates for the synthesis of 3-aryl-3-substituted oxindoles

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Article information

DOI
https://doi.org/10.1039/C6OB01907B
Article type
Communication
Submitted
30 Aug 2016
Accepted
03 Oct 2016
First published
04 Oct 2016

Org. Biomol. Chem., 2016,14, 10157-10160

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A Rh(II)-catalyzed three-component reaction of 3-diazooxindoles with N,N-disubstituted anilines and glyoxylates for the synthesis of 3-aryl-3-substituted oxindoles

S. Jia, L. Song, Y. Lei, A. Gopi Krishna Reddy, D. Xing and W. Hu, Org. Biomol. Chem., 2016, 14, 10157 DOI: 10.1039/C6OB01907B

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