Issue 58, 2019
From the journal:

Chemical Communications

Cascade cyclization and acyl migration of propargylic esters with isocyanides: rapid access to substituted furans†

Jie Hu,a   Youwen Fei,a   Hongbin Zhao,*a   Zhishuang Wang,a   Chunju Li ORCID logo *b  and  Jian Li ORCID logo *a  

* Corresponding authors

a Department of Chemistry, Center for Supramolecular Chemistry and Catalysis, College of Sciences & Institute for Sustainable Energy, Shanghai University, 99 Shangda Road, Shanghai 200444, P. R. China
E-mail: hongbinzhao@shu.edu.cn, lijian@shu.edu.cn

b Key Laboratory of Inorganic–Organic Hybrid Functional Material Chemistry, Ministry of Education, Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, P. R. China
E-mail: cjli@shu.edu.cn

Abstract

A novel rearrangement of ester-activated propargylic acetate with isocyanide has been disclosed. This protocol enables a quick synthesis of polysubstituted furan derivatives. The reaction outcome also reveals that the ester group is employed for the construction of a furan ring and an acyl migration is observed.

Graphical abstract: Cascade cyclization and acyl migration of propargylic esters with isocyanides: rapid access to substituted furans

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Article information

DOI
https://doi.org/10.1039/C9CC03550H
Article type
Communication
Submitted
08 May 2019
Accepted
21 Jun 2019
First published
21 Jun 2019

Chem. Commun., 2019,55, 8394-8397

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Cascade cyclization and acyl migration of propargylic esters with isocyanides: rapid access to substituted furans

J. Hu, Y. Fei, H. Zhao, Z. Wang, C. Li and J. Li, Chem. Commun., 2019, 55, 8394 DOI: 10.1039/C9CC03550H

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