Regio- and Stereoselective\nβ‑Sulfonylamination\nof Alkynes via Photosensitized Bifunctional N–S Bond Homolysis

Nitrogen central radicals (NCRs) are versatile synthetic\nintermediates\nfor creating functional nitrogen-containing molecules. Herein, a photosensitized\nβ-sulfonylamination of terminal alkynes as well as acetylene\nhas been established by employing <i>N</i>-sulfonyl heteroaromatics\nas bifunctional reagents (BFRs) to efficiently deliver versatile (<i>E</i>)-β-sulfonylvinylamines with excellent regio- and\nstereoselectivities. Mechanistic studies suggest a base-accelerated\nenergy transfer (EnT) photocatalysis involving aromatic NCR formation,\nradical addition to alkynes, and sulfonylation processes.

Publication Details

Journal
Figshare
Published
2024-12-04
DOI
https://doi.org/10.1021/acs.orglett.4c04091.s001
Primary Topic
Pasture and Agricultural Systems
Type
article
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0.00
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article

Regio- and Stereoselective\nβ‑Sulfonylamination\nof Alkynes via Photosensitized Bifunctional N–S Bond Homolysis

Figshare
Pasture and Agricultural Systems
article

Regio- and Stereoselective\nβ‑Sulfonylamination\nof Alkynes via Photosensitized Bifunctional N–S Bond Homolysis

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Abstract

Nitrogen central radicals (NCRs) are versatile synthetic\nintermediates\nfor creating functional nitrogen-containing molecules. Herein, a photosensitized\nβ-sulfonylamination of terminal alkynes as well as acetylene\nhas been established by employing <i>N</i>-sulfonyl heteroaromatics\nas bifunctional reagents (BFRs) to efficiently deliver versatile (<i>E</i>)-β-sulfonylvinylamines with excellent regio- and\nstereoselectivities. Mechanistic studies suggest a base-accelerated\nenergy transfer (EnT) photocatalysis involving aromatic NCR formation,\nradical addition to alkynes, and sulfonylation processes.

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Openalex Percentile: Top 37%
Pasture and Agricultural Systems
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Regio- and Stereoselective\nβ‑Sulfonylamination\nof Alkynes via Photosensitized Bifunctional N–S Bond Homolysis · Figshare (2024) | TGRS Research Map | TGRS