Issue 107, 2014
From the journal:

RSC Advances

Cinchonidine thiourea catalyzed asymmetric addition of phenols to oxindole derivatives†

Jasneet Kaur,a   Akshay Kumara  and  Swapandeep Singh Chimni*a  

* Corresponding authors

a Department of Chemistry, U.G.C. Centre of Advance Studies in Chemistry, Guru Nanak Dev University, Amritsar, India
E-mail: sschimni@yahoo.com, sschimni.chem@gndu.ac.in
Fax: +91-183-2258820

Abstract

A highly enantioselective Friedel–Crafts reaction of activated phenols with isatin derivatives has been developed employing Cinchona-derived thiourea as an organocatalyst. A variety of biologically important 3-aryl-3-hydroxy-2-oxindoles have been synthesized using phenols in good to excellent yield with good enantioselectivity (up to 92% ee).

Graphical abstract: Cinchonidine thiourea catalyzed asymmetric addition of phenols to oxindole derivatives

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Article information

DOI
https://doi.org/10.1039/C4RA09805F
Article type
Paper
Submitted
04 Sep 2014
Accepted
12 Nov 2014
First published
12 Nov 2014

RSC Adv., 2014,4, 62367-62374

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Cinchonidine thiourea catalyzed asymmetric addition of phenols to oxindole derivatives

J. Kaur, A. Kumar and S. S. Chimni, RSC Adv., 2014, 4, 62367 DOI: 10.1039/C4RA09805F

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