Cu/Zn-Catalyzed Synthesis of ε-Keto Sulfones from Cyclopropanols

ε-Keto sulfones, which are useful building blocks in organic chemistry and drug discovery, motivated us to develop a new protocol for their synthesis from cyclopropanols via Cu/Zn-cocatalyzed ring-opening conjugate addition to vinyl sulfones. cis-2-Amino-1,2-diphenyl-ethanol is disclosed as an effective ligand to promote this transformation. Moreover, other Michael acceptors, including benzylidene malononitrile, maleimide, and α,β-unsaturated ketones or esters, are also compatible with the protocol.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-03-29
DOI
https://doi.org/10.1021/acs.joc.6c00088
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
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article

Cu/Zn-Catalyzed Synthesis of ε-Keto Sulfones from Cyclopropanols

Sheng Zuo, Zhixin Deng, Zhigang Liu, Fen-Er Chen et al.
The Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
article

Cu/Zn-Catalyzed Synthesis of ε-Keto Sulfones from Cyclopropanols

Sheng Zuo, Zhixin Deng, Zhigang Liu, Fen-Er Chen, Hong Yan, Ya-Jiao Zhang
article en

Abstract

ε-Keto sulfones, which are useful building blocks in organic chemistry and drug discovery, motivated us to develop a new protocol for their synthesis from cyclopropanols via Cu/Zn-cocatalyzed ring-opening conjugate addition to vinyl sulfones. cis-2-Amino-1,2-diphenyl-ethanol is disclosed as an effective ligand to promote this transformation. Moreover, other Michael acceptors, including benzylidene malononitrile, maleimide, and α,β-unsaturated ketones or esters, are also compatible with the protocol.

The Journal of Organic Chemistry
Harbin Institute of Technology (CN), Fudan University (CN), Chemical Synthesis Lab (SG), Jiangxi Normal University (CN), Fuzhou University (CN)
Clean water and sanitation
Openalex Percentile: Top 4%
Sulfur-Based Synthesis Techniques
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