Issue 2, 2023
From the journal:

Organic Chemistry Frontiers

[3 + 2] cycloaddition for the assembly of indolizine-based heterocyclic sulfonyl fluorides†

Huan Xiong,a   Jianping Wu*a  and  Hua-Li Qin ORCID logo *a  

* Corresponding authors

a School of Chemistry, Chemical Engineering and Life Sciences; and State Key Laboratory of Advanced Technology for Materials Synthesis and Processing, Wuhan University of Technology, Wuhan 430070, China
E-mail: biojpwu@whut.edu.cn, qinhuali@whut.edu.cn

Abstract

Presented herein is a method for the construction of indolizine-based heterocyclic sulfonyl fluorides through [3 + 2] cycloaddition of isoquinolinium/quinolinium salts and 1-bromoethene-1-sulfonyl fluoride (BESF), driven by Et3N and 4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile (DDQ). This transformation features mild conditions, high efficiency, easily obtained starting materials, and broad substrate scope, providing a great potential value in medicinal chemistry and other related disciplines.

Graphical abstract: [3 + 2] cycloaddition for the assembly of indolizine-based heterocyclic sulfonyl fluorides

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Article information

DOI
https://doi.org/10.1039/D2QO01466A
Article type
Research Article
Submitted
15 Sep 2022
Accepted
20 Nov 2022
First published
22 Nov 2022

Org. Chem. Front., 2023,10, 342-347

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[3 + 2] cycloaddition for the assembly of indolizine-based heterocyclic sulfonyl fluorides

H. Xiong, J. Wu and H. Qin, Org. Chem. Front., 2023, 10, 342 DOI: 10.1039/D2QO01466A

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