A bioactive sprite: Recent advances in the application of vinyl sulfones in drug design and organic synthesis

Tong, Jiangtao; Shu, Jiong; Wang, Yuhua; Qi, Yajuan; Wang, Yumei

doi:10.1016/j.lfs.2024.122904

Life Sciences

2024

DOI: 10.1016/j.lfs.2024.122904

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A bioactive sprite: Recent advances in the application of vinyl sulfones in drug design and organic synthesis

Jiangtao Tong,

Jiong Shu,

Yuhua Wang

et al.

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2024

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Regio- and Stereoselective β-Sulfonylamination of Alkynes via Photosensitized Bifunctional N–S Bond Homolysis

Pu,

Wu,

Cai

et al. 2024

Org. Lett.

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Nitrogen central radicals (NCRs) are versatile synthetic intermediates for creating functional nitrogen-containing molecules. Herein, a photosensitized β-sulfonylamination of terminal alkynes as well as acetylene has been established by employing N-sulfonyl heteroaromatics as bifunctional reagents (BFRs) to efficiently deliver versatile (E)-β-sulfonylvinylamines with excellent regio-and stereoselectivities. Mechanistic studies suggest a base-accelerated energy transfer (EnT) photocatalysis involving aromatic NCR formation, radical addition to alkynes, and sulfonylation processes.β-Sulfonylvinylamines are the most valuable structural backbones of many drugs and bioactive compounds (Figure 1a). 1Traditional synthetic β-sulfonylvinylamines from simple substrates usually undergo multiple steps and require harsh conditions such as high temperature and strong oxidants as well as transition-metal catalysts. 2 Therefore, it remains important to explore efficient protocols to build such skeletons by the convenient transformation of readily available starting materials.

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Regio- and Stereoselective β-Sulfonylamination of Alkynes via Photosensitized Bifunctional N–S Bond Homolysis

Pu,

Wu,

Cai

et al. 2024

Org. Lett.

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show abstract

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A bioactive sprite: Recent advances in the application of vinyl sulfones in drug design and organic synthesis

Cited by 1 publication

References 101 publications

Regio- and Stereoselective β-Sulfonylamination of Alkynes via Photosensitized Bifunctional N–S Bond Homolysis

Regio- and Stereoselective β-Sulfonylamination of Alkynes via Photosensitized Bifunctional N–S Bond Homolysis

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