Issue 69, 2018
From the journal:

Chemical Communications

A domino reaction of 2-isocyanophenyloxyacrylate and aryne to synthesize arenes with vicinal olefin and benzoxazole†

Shikuan Su,a   Jianxiong Li,b   Mingming Sun,b   Hongbin Zhao,b   Yali Chen*ab  and  Jian Li ORCID logo *ab  

* Corresponding authors

a School of Materials Science and Engineering, Shanghai University, 99 Shangda Road, Shanghai 200444, P. R. China
E-mail: ylchen@staff.shu.edu.cn

b Department of Chemistry, Center for Supramolecular Chemistry and Catalysis, Shanghai University, 99 Shangda Road, Shanghai 200444, P. R. China
E-mail: lijian@shu.edu.cn

Abstract

An unusual domino reaction of 2-isocyanophenyloxyacrylate and aryne has been disclosed. The present strategy experiences nucleophilic addition, Michael addition, carbon–oxygen cleavage, and cyclization, thus enabling the quick aryne vicinal difunctionalization by the installation of a benzoxazole and an olefin.

Graphical abstract: A domino reaction of 2-isocyanophenyloxyacrylate and aryne to synthesize arenes with vicinal olefin and benzoxazole

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Article information

DOI
https://doi.org/10.1039/C8CC05735D
Article type
Communication
Submitted
15 Jul 2018
Accepted
02 Aug 2018
First published
02 Aug 2018

Chem. Commun., 2018,54, 9611-9614

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A domino reaction of 2-isocyanophenyloxyacrylate and aryne to synthesize arenes with vicinal olefin and benzoxazole

S. Su, J. Li, M. Sun, H. Zhao, Y. Chen and J. Li, Chem. Commun., 2018, 54, 9611 DOI: 10.1039/C8CC05735D

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