Catalyst-Free Radical Dearomatization of Phenols with Aryldiazonium Tetrafluoroborates and DABCO·(SO2)2

Abstract A catalyst-free, three-component dearomatization of phenols with aryldiazonium tetrafluoroborates and DABCO·(SO2)2 has been developed for the synthesis of 4-(arylsulfonyl)cyclohex-2,5-dien-1-one scaffolds. This method offers mild reaction conditions and high step efficiency, providing a green and efficient strategy for the dearomatization of phenols. Mechanistic studies indicated that this transformation relies on a tandem radical sulfur dioxide insertion process.

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Publication Details

Journal
Synlett
Published
2025-03-04
DOI
https://doi.org/10.1055/s-0043-1773522
Citations
2
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
1.87

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article

Catalyst-Free Radical Dearomatization of Phenols with Aryldiazonium Tetrafluoroborates and DABCO·(SO2)2

Guanyinsheng Qiu, Xingxian Zhang, Chenchen Cai, Guang Cheng et al.
2 citations
Synlett
Sulfur-Based Synthesis Techniques
1.87
article

Catalyst-Free Radical Dearomatization of Phenols with Aryldiazonium Tetrafluoroborates and DABCO·(SO2)2

Guanyinsheng Qiu, Xingxian Zhang, Chenchen Cai, Guang Cheng, Shaoyu Li
article en
2 citations

Abstract

Abstract A catalyst-free, three-component dearomatization of phenols with aryldiazonium tetrafluoroborates and DABCO·(SO2)2 has been developed for the synthesis of 4-(arylsulfonyl)cyclohex-2,5-dien-1-one scaffolds. This method offers mild reaction conditions and high step efficiency, providing a green and efficient strategy for the dearomatization of phenols. Mechanistic studies indicated that this transformation relies on a tandem radical sulfur dioxide insertion process.

SynlettVol. 36(09)
Zhejiang University of Technology (CN), Taizhou University (CN)
National Natural Science Foundation of China, Science and Technology Plan Project of Taizhou, Natural Science Foundation of Zhejiang Province
Openalex Percentile: Top 17%
Sulfur-Based Synthesis Techniques
1.87
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Catalyst-Free Radical Dearomatization of Phenols with Aryldiazonium Tetrafluoroborates and DABCO·(SO2)2 — Guanyinsheng Qiu, Xingxian Zhang, et al. · Synlett (2025) | TGRS Research Map | TGRS