Issue 7, 2017, Issue in Progress
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RSC Advances

Zinc triflate-mediated cyclopropanation of oxindoles with vinyl diphenyl sulfonium triflate: a mild reaction with broad functional group compatibility†

Mingwei Zhou,ab   Ke En,a   Yimin Hu,*b   Yufang Xu,a   Hong C. Shenb  and  Xuhong Qian*a  

* Corresponding authors

a Shanghai Key Laboratory of Chemical Biology, East China University of Science and Technology, Shanghai 200237, China
E-mail: xhqian@ecust.edu.cn

b Roche Pharmaceutical Research and Early Development, Roche Innovation Center Shanghai, Shanghai 201203, China
E-mail: yimin.hu@roche.com

Abstract

The first use of zinc triflate for the cyclopropanation of unprotected oxindoles with vinyl diphenyl sulfonium triflate salt is reported. The reaction proceeded under ambient conditions and consistently provided high yields with broad functional group tolerability. The utility for the late-stage functionalization (LSF) of complex molecules is demonstrated.

Graphical abstract: Zinc triflate-mediated cyclopropanation of oxindoles with vinyl diphenyl sulfonium triflate: a mild reaction with broad functional group compatibility

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Article information

DOI
https://doi.org/10.1039/C6RA24985J
Article type
Communication
Submitted
10 Oct 2016
Accepted
06 Nov 2016
First published
13 Jan 2017
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2017,7, 3741-3745

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Zinc triflate-mediated cyclopropanation of oxindoles with vinyl diphenyl sulfonium triflate: a mild reaction with broad functional group compatibility

M. Zhou, K. En, Y. Hu, Y. Xu, H. C. Shen and X. Qian, RSC Adv., 2017, 7, 3741 DOI: 10.1039/C6RA24985J

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