Cuprate ion-pair catalyzed conjugate borylation of vinyl sulfones in a biphasic system

Herein we report the conjugate borylation of vinyl sulfones mediated by ion pairing, which enables the efficient synthesis of β-sulfonyl alcohols bearing diverse functionalities in 13-98% yields. Further mechanistic investigations suggest the formation of anionic boryl-copper intermediates that kinetically accelerate reactant transfer across phases and provide enhanced boryl nucleophilicity.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob00242g
Citations
3
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
2.81
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article

Cuprate ion-pair catalyzed conjugate borylation of vinyl sulfones in a biphasic system

Hong Qin, Jinghua Tang, Jin Tao, Yicen Ge et al.
3 citations
Organic & Biomolecular Chemistry
Sulfur-Based Synthesis Techniques
2.81
article

Cuprate ion-pair catalyzed conjugate borylation of vinyl sulfones in a biphasic system

Hong Qin, Jinghua Tang, Jin Tao, Yicen Ge, Ai Zhang, Jinyu Liu, Jianmin Chen, Xiaoyan Ma, Silong Hu, Siyu Jiang, Huangfeng Zhang
article en
3 citations

Abstract

Herein we report the conjugate borylation of vinyl sulfones mediated by ion pairing, which enables the efficient synthesis of β-sulfonyl alcohols bearing diverse functionalities in 13-98% yields. Further mechanistic investigations suggest the formation of anionic boryl-copper intermediates that kinetically accelerate reactant transfer across phases and provide enhanced boryl nucleophilicity.

Organic & Biomolecular ChemistryVol. 23(14)
Chengdu University of Technology (CN)
Openalex Percentile: Top 11%
Sulfur-Based Synthesis Techniques
2.81
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