K <sub>2</sub> CO <sub>3</sub> /TFAA-activated diarylation of α-sulfonyl <i>o</i> -hydroxyacetophenones with <i>o</i> -nitroaryl disulfides to construct sulfonyl bis- <i>o</i> -nitroaryl acetophenones

A concise K<sub>2</sub>CO<sub>3</sub>/TFAA-mediated diarylation of readily accessible sulfonyl <i>o</i>-hydroxyacetophenones with <i>o</i>-nitroaryl disulfides is described. This single-step strategy provides a variety of functionalized sulfonyl <i>C</i>- and <i>O</i>-bis-<i>o</i>-nitroaryl acetophenones <i>via</i> 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.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob00380f
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
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article

K 2 CO 3 /TFAA-activated diarylation of α-sulfonyl o -hydroxyacetophenones with o -nitroaryl disulfides to construct sulfonyl bis- o -nitroaryl acetophenones

Nai‐Chen Hsueh, Meng‐Yang Chang
Organic & Biomolecular Chemistry
Sulfur-Based Synthesis Techniques
article

K 2 CO 3 /TFAA-activated diarylation of α-sulfonyl o -hydroxyacetophenones with o -nitroaryl disulfides to construct sulfonyl bis- o -nitroaryl acetophenones

Nai‐Chen Hsueh, Meng‐Yang Chang
article en

Abstract

A concise K<sub>2</sub>CO<sub>3</sub>/TFAA-mediated diarylation of readily accessible sulfonyl <i>o</i>-hydroxyacetophenones with <i>o</i>-nitroaryl disulfides is described. This single-step strategy provides a variety of functionalized sulfonyl <i>C</i>- and <i>O</i>-bis-<i>o</i>-nitroaryl acetophenones <i>via</i> 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.

Organic & Biomolecular ChemistryVol. 23(19)
Kaohsiung Medical University (TW), National Pingtung University of Science and Technology (TW), Kaohsiung Medical University Chung-Ho Memorial Hospital (TW)
Openalex Percentile: Top 94%
Sulfur-Based Synthesis Techniques
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