Issue 24, 2018
From the journal:

Organic & Biomolecular Chemistry

Regioselective 5-exo-dig oxy-cyclization of 2-alkynylbenzamide for the synthesis of isobenzofuran-1-imines and isobenzofuran†

Rui-Xiang Wang,a   Si-Tian Yuan,ab   Jin-Biao Liu, ORCID logo *a   Jie Wu ORCID logo b  and  Guanyinsheng Qiu ORCID logo *b  

* Corresponding authors

a School of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology, 86 Hongqi Road, Ganzhou 341000, China
E-mail: liujbgood@hotmail.com

b College of Biological, Chemical Science and Engineering, Jiaxing University, 118 Jiahang Road, Jiaxing 314001, China
E-mail: 11110220028@fudan.edu.cn, qiuguanyinsheng@mail.zjxu.edu.cn

Abstract

A TBAB-mediated brominative 5-exo-dig oxy-cyclization of 2-alkynylbenzamide is described here for the synthesis of isobenzofuran-1-imines and isobenzofuran derivatives at room temperature with a high efficiency and a broad reaction scope. The resulting isobenzofuran derivatives are also applied for synthesising various substituted isobenzofuran derivatives.

Graphical abstract: Regioselective 5-exo-dig oxy-cyclization of 2-alkynylbenzamide for the synthesis of isobenzofuran-1-imines and isobenzofuran

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Article information

DOI
https://doi.org/10.1039/C8OB00779A
Article type
Paper
Submitted
03 Apr 2018
Accepted
30 May 2018
First published
31 May 2018

Org. Biomol. Chem., 2018,16, 4501-4508

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Regioselective 5-exo-dig oxy-cyclization of 2-alkynylbenzamide for the synthesis of isobenzofuran-1-imines and isobenzofuran

R. Wang, S. Yuan, J. Liu, J. Wu and G. Qiu, Org. Biomol. Chem., 2018, 16, 4501 DOI: 10.1039/C8OB00779A

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