Issue 16, 2023

I2–DMSO mediated multicomponent convergent synthesis of imidazo[2,1-a]isoquinoline derivatives via a triple in situ cross-trapping strategy

Abstract

An I2–DMSO mediated one-pot approach to imidazo[2,1-a]isoquinoline derivatives from readily available aryl methyl ketones and isoquinolin-1-amine has been demonstrated. This triple in situ cross-trapping strategy realizes the convergent integration of one self-sorting domino sequence with two linear domino sequences, efficiently generating multiple C–C/C–N/C–S/C–I bonds, along with a new imidazole ring and one quaternary carbon center. Furthermore, the iodo group and methylthio group of the product can undergo further transformations through coupling or oxidation reactions, demonstrating the utility of this method in synthetic chemistry.

Graphical abstract: I2–DMSO mediated multicomponent convergent synthesis of imidazo[2,1-a]isoquinoline derivatives via a triple in situ cross-trapping strategy

Supplementary files

Article information

Article type
Research Article
Submitted
15 May 2023
Accepted
02 Jul 2023
First published
03 Jul 2023

Org. Chem. Front., 2023,10, 4080-4085

I2–DMSO mediated multicomponent convergent synthesis of imidazo[2,1-a]isoquinoline derivatives via a triple in situ cross-trapping strategy

Y. Tang, S. Zhuang, J. Liu, Y. Zhou, L. Wang, Y. Wu and A. Wu, Org. Chem. Front., 2023, 10, 4080 DOI: 10.1039/D3QO00724C

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