Issue 102, 2016
From the journal:

RSC Advances

Scandium triflate-catalyzed selective ring opening and rearrangement reaction of spiro-epoxyoxindole and carbonyl compounds†

Hui Jiang,ab   Haohua Jiec  and  Jian Li*c  

* Corresponding authors

a State Key Laboratory of Electronic Thin Films and Integrated Devices, University of Electronic Science and Technology of China, No. 4 Second Section Jianshe North Road, Chengdu 610054, P. R. China

b Department of Applied Chemistry, University of Electronic Science and Technology of China, No. 4 Second Section Jianshe North Road, Chengdu 610054, P. R. China

c Department of Chemistry, Innovative Drug Research Center, Shanghai University, 99 Shangda Road, Shanghai 200444, P. R. China
E-mail: lijian@shu.edu.cn

Abstract

Scandium triflate-catalyzed reactions between spiro-epoxyoxindole and carbonyl compounds have been disclosed. The reaction with ketones can be used to synthesize spiro[[1,3]dioxolane-4,3′-indolin] species. Furthermore, an unprecedented rearrangement takes place to yield alkylidene oxindole when aromatic aldehydes are used as carbonyl components.

Graphical abstract: Scandium triflate-catalyzed selective ring opening and rearrangement reaction of spiro-epoxyoxindole and carbonyl compounds

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Article information

DOI
https://doi.org/10.1039/C6RA21264F
Article type
Communication
Submitted
24 Aug 2016
Accepted
17 Oct 2016
First published
17 Oct 2016

RSC Adv., 2016,6, 100307-100311

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Scandium triflate-catalyzed selective ring opening and rearrangement reaction of spiro-epoxyoxindole and carbonyl compounds

H. Jiang, H. Jie and J. Li, RSC Adv., 2016, 6, 100307 DOI: 10.1039/C6RA21264F

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