One-pot synthesis of sulfonyl benzotropones

This paper describes SeO<sub>2</sub>-mediated one-pot tandem cyclocondensation of 1,3-bis-sulfonylacetones and <i>o</i>-dimethylarenes <i>via</i> (4 + 3) annulation to construct diverse bis-sulfonyl benzotropones. Under mild conditions, the effective reaction forms two carbon-carbon double (CC) bonds in a single-step process in the formation of a seven-membered ring system. A plausible mechanism is proposed and discussed herein.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob01123j
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
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article

One-pot synthesis of sulfonyl benzotropones

Meng‐Yang Chang, Chin-Huey Ho
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Organic & Biomolecular Chemistry
Sulfur-Based Synthesis Techniques
article

One-pot synthesis of sulfonyl benzotropones

Meng‐Yang Chang, Chin-Huey Ho
article en

Abstract

This paper describes SeO<sub>2</sub>-mediated one-pot tandem cyclocondensation of 1,3-bis-sulfonylacetones and <i>o</i>-dimethylarenes <i>via</i> (4 + 3) annulation to construct diverse bis-sulfonyl benzotropones. Under mild conditions, the effective reaction forms two carbon-carbon double (CC) bonds in a single-step process in the formation of a seven-membered ring system. A plausible mechanism is proposed and discussed herein.

Organic & Biomolecular ChemistryVol. 23(34)
Kaohsiung Medical University (TW), National Pingtung University of Science and Technology (TW), Kaohsiung Medical University Chung-Ho Memorial Hospital (TW)
Openalex Percentile: Top 85%
Sulfur-Based Synthesis Techniques
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