Bifunctional Ionic Liquid Catalyzed Multicomponent Arylsulfonation of Phenols with Aryl Triazenes and DABSO for the Synthesis of Diaryl Sulfones

Abstract

The bifunctional Lewis acidic ionic liquid (LAIL) catalyzed multicomponent arylsulfonation of phenols with aryl triazenes and DABSO was developed. By using LAILs as redox and Lewis acidic catalysts without any additional promoter or ligand through an N₂ extrusion/SO₂ insertion sequence, various aryl triazenes were transformed into aryl sulfonyl radicals by coupling with DABSO, and these were then coupled with phenoxy radicals to afford the corresponding diaryl sulfones in good yields. The good functional-group tolerance, gram-scale reaction, and avoidance of the use of SO₂ gas further demonstrated the practicality of this arylsulfonation reaction.

Key words

Lewis acidic ionic liquids - aryl triazenes - phenols - diaryl sulfones - DABSO

Publication History

Received: 21 April 2022

Accepted after revision: 08 June 2022

Accepted Manuscript online:
08 June 2022

Article published online:
26 July 2022

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