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铜催化烯烃与CHSSONa的磺酰化反应。

Copper-catalyzed sulfonylation of alkenes with CHSSONa.

作者信息

Chen Xiaoli, Wu Ge

机构信息

Department of Neurology, First Affiliated Hospital of Wenzhou Medical University, Wenzhou, China.

State Key Laboratory of Macromolecular Drugs and Large-scale Manufacturing, School of Pharmaceutical Sciences, Wenzhou Medical University, Wenzhou, 325035, China.

出版信息

BMC Chem. 2025 Feb 22;19(1):51. doi: 10.1186/s13065-025-01426-0.

DOI:10.1186/s13065-025-01426-0
PMID:39987151
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11847399/
Abstract

A successful methodology for the copper-catalyzed dehydrogenated methylsulfonylation of alkenes utilizing CHSSONa in conjunction with hypervalent iodine reagents was successfully established. This method offers a practical avenue to obtain allyl methyl sulfones and alkenyl methyl sulfones by forming C-S bonds. Using the C-H bond oxidation sulfonylation strategy with alkenes and Bunte salts, we successfully synthesized a total of twenty two compounds, including four examples of deuterium-substituted molecules, and demonstrated one example of a scale-up reaction.

摘要

成功建立了一种利用CHSSONa与高价碘试剂相结合实现铜催化烯烃脱氢甲基磺酰化的成功方法。该方法为通过形成C-S键获得烯丙基甲基砜和烯基甲基砜提供了一条实用途径。利用烯烃和邦特盐的C-H键氧化磺酰化策略,我们成功合成了总共22种化合物,包括4个氘取代分子的实例,并展示了一个放大反应的实例。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddf0/11847399/c28e0f3d7d9f/13065_2025_1426_Sch6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddf0/11847399/05e7d7de55a6/13065_2025_1426_Sch1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddf0/11847399/afaebdf950bf/13065_2025_1426_Sch2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddf0/11847399/dd0ee1990ed2/13065_2025_1426_Sch3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddf0/11847399/656d4214f864/13065_2025_1426_Sch4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddf0/11847399/eacb7c769bbc/13065_2025_1426_Sch5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddf0/11847399/c28e0f3d7d9f/13065_2025_1426_Sch6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddf0/11847399/05e7d7de55a6/13065_2025_1426_Sch1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddf0/11847399/afaebdf950bf/13065_2025_1426_Sch2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddf0/11847399/dd0ee1990ed2/13065_2025_1426_Sch3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddf0/11847399/656d4214f864/13065_2025_1426_Sch4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddf0/11847399/eacb7c769bbc/13065_2025_1426_Sch5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ddf0/11847399/c28e0f3d7d9f/13065_2025_1426_Sch6_HTML.jpg

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One-Pot, Metal-Free Synthesis of Allyl Sulfones in Water.水中一锅法无金属合成烯丙基砜
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