Photoredox Site-SelectiveC(sp<sup>3</sup>)–HAlkylation of 1‑(<i>o</i>‑Iodoaryl)-alkan-1-oneswith Activated Alkenes Enabled by Hydrogen Atom Transfer

A visible-light-mediated photoredox catalysis for β-C(sp<sup>3</sup>)–H alkylation of 1-(<i>o</i>-iodoaryl)alkan-1-ones with alkenes via 1,5-hydrogen atom transfer and alkene alkylarylation to produce diverse β-alkyl arylalkanones containing a quaternary carbon center is presented. This method is applicable to a wide range of 1-(<i>o</i>-iodoaryl)alkan-1-ones and activated alkenes. Mechanistic studies suggest that the reaction involves a radical process.

Publication Details

Journal
Figshare
Published
2025-03-13
DOI
https://doi.org/10.1021/acs.orglett.5c00597.s001
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Photoredox Site-SelectiveC(sp3)–HAlkylation of 1‑(o‑Iodoaryl)-alkan-1-oneswith Activated Alkenes Enabled by Hydrogen Atom Transfer

Figshare
Radical Photochemical Reactions
article

Photoredox Site-SelectiveC(sp3)–HAlkylation of 1‑(o‑Iodoaryl)-alkan-1-oneswith Activated Alkenes Enabled by Hydrogen Atom Transfer

article en

Abstract

A visible-light-mediated photoredox catalysis for β-C(sp<sup>3</sup>)–H alkylation of 1-(<i>o</i>-iodoaryl)alkan-1-ones with alkenes via 1,5-hydrogen atom transfer and alkene alkylarylation to produce diverse β-alkyl arylalkanones containing a quaternary carbon center is presented. This method is applicable to a wide range of 1-(<i>o</i>-iodoaryl)alkan-1-ones and activated alkenes. Mechanistic studies suggest that the reaction involves a radical process.

Figshare
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Radical Photochemical Reactions
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Photoredox Site-SelectiveC(sp<sup>3</sup>)–HAlkylation of 1‑(<i>o</i>‑Iodoaryl)-alkan-1-oneswith Activated Alkenes Enabled by Hydrogen Atom Transfer · Figshare (2025) | TGRS Research Map | TGRS