Visible-Light Induced\nand Iron Peroxo-Promoted Radical\nDifunctionalization of Alkene for the Synthesis of β‑Ketosulfone\nand α‑Chloroketone

In this work, a switchable synthesis of β-ketosulfone\nand\nα-chloroketone through a radical difunctionalization of alkenes\nis reported. The transformation works well under iron peroxo species/photoredox\ndual catalysis and an open-flask atmosphere, and the reaction is highlighted\nwith good yields and a broad reaction scope. Mechanism studies show\nthat the reaction is initiated by a formal [4 + 2] cyclization of\nthe sulfonyl radical in a regioselective manner.

Publication Details

Journal
Figshare
Published
2024-12-26
DOI
https://doi.org/10.1021/acs.joc.4c02720.s001
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
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article

Visible-Light Induced\nand Iron Peroxo-Promoted Radical\nDifunctionalization of Alkene for the Synthesis of β‑Ketosulfone\nand α‑Chloroketone

Figshare
Sulfur-Based Synthesis Techniques
article

Visible-Light Induced\nand Iron Peroxo-Promoted Radical\nDifunctionalization of Alkene for the Synthesis of β‑Ketosulfone\nand α‑Chloroketone

article en

Abstract

In this work, a switchable synthesis of β-ketosulfone\nand\nα-chloroketone through a radical difunctionalization of alkenes\nis reported. The transformation works well under iron peroxo species/photoredox\ndual catalysis and an open-flask atmosphere, and the reaction is highlighted\nwith good yields and a broad reaction scope. Mechanism studies show\nthat the reaction is initiated by a formal [4 + 2] cyclization of\nthe sulfonyl radical in a regioselective manner.

Figshare
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Sulfur-Based Synthesis Techniques
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Visible-Light Induced\nand Iron Peroxo-Promoted Radical\nDifunctionalization of Alkene for the Synthesis of β‑Ketosulfone\nand α‑Chloroketone · Figshare (2024) | TGRS Research Map | TGRS