4.7 Article

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

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 10, Issue 2, Pages 342-347

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo01466a

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This article presents a method for the construction of indolizine-based heterocyclic sulfonyl fluorides through [3 + 2] cycloaddition reaction. The method features mild conditions, high efficiency, easily obtained starting materials, and a broad substrate scope, which holds great potential value in medicinal chemistry and other related disciplines.
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.

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