Issue 19, 2025

K2CO3/TFAA-activated diarylation of α-sulfonyl o-hydroxyacetophenones with o-nitroaryl disulfides to construct sulfonyl bis-o-nitroaryl acetophenones

Abstract

A concise K2CO3/TFAA-mediated diarylation of readily accessible sulfonyl o-hydroxyacetophenones with o-nitroaryl disulfides is described. This single-step strategy provides a variety of functionalized sulfonyl C- and O-bis-o-nitroaryl acetophenones via the formation of one carbon–carbon single bond and one carbon–oxygen single bond. A plausible mechanism is proposed and discussed. The molecular structures of key products were determined by X-ray analysis.

Graphical abstract: K2CO3/TFAA-activated diarylation of α-sulfonyl o-hydroxyacetophenones with o-nitroaryl disulfides to construct sulfonyl bis-o-nitroaryl acetophenones

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Article information

Article type
Paper
Submitted
03 Mar 2025
Accepted
11 Apr 2025
First published
11 Apr 2025

Org. Biomol. Chem., 2025,23, 4751-4757

K2CO3/TFAA-activated diarylation of α-sulfonyl o-hydroxyacetophenones with o-nitroaryl disulfides to construct sulfonyl bis-o-nitroaryl acetophenones

M. Chang and N. Hsueh, Org. Biomol. Chem., 2025, 23, 4751 DOI: 10.1039/D5OB00380F

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