Issue 24, 2022

Copper halide mediated synthesis of mesoionic 6-halo-[1,2,3]triazolo[5,1-a]isoquinoliums: further transformation to polyheterocycles

Abstract

A highly efficient copper halide mediated oxidative cyclohalogenation approach toward mesoionic 6-halo-[1,2,3]triazo[5,1-a]isoquinoliums has been developed. The substrate scope is wide with broad functional group tolerance. In this transformation, concomitant C–N, C–O and C–X bond formation has been realized. Moreover, the products can be further transformed into other fused polyheterocyclic molecules.

Graphical abstract: Copper halide mediated synthesis of mesoionic 6-halo-[1,2,3]triazolo[5,1-a]isoquinoliums: further transformation to polyheterocycles

Supplementary files

Article information

Article type
Research Article
Submitted
14 Oct 2022
Accepted
10 Nov 2022
First published
11 Nov 2022

Org. Chem. Front., 2022,9, 6940-6944

Copper halide mediated synthesis of mesoionic 6-halo-[1,2,3]triazolo[5,1-a]isoquinoliums: further transformation to polyheterocycles

Y. Wu, W. Zhang, X. Pan, C. Song and J. Chang, Org. Chem. Front., 2022, 9, 6940 DOI: 10.1039/D2QO01627C

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