Photoredox Site-Selective C(sp<sup>3</sup>)–H Alkylation of 1-(<i>o</i>-Iodoaryl)-alkan-1-ones with 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.

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Publication Details

Journal
Organic Letters
Published
2025-03-13
DOI
https://doi.org/10.1021/acs.orglett.5c00597
Citations
7
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
6.55

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article

Photoredox Site-Selective C(sp3)–H Alkylation of 1-(o-Iodoaryl)-alkan-1-ones with Activated Alkenes Enabled by Hydrogen Atom Transfer

Zitong Lu, Shuang Wu, Jin‐Heng Li, Liang Zeng et al.
7 citations
Organic Letters
Radical Photochemical Reactions
6.55
article

Photoredox Site-Selective C(sp3)–H Alkylation of 1-(o-Iodoaryl)-alkan-1-ones with Activated Alkenes Enabled by Hydrogen Atom Transfer

Zitong Lu, Shuang Wu, Jin‐Heng Li, Liang Zeng, Mingzhu Zhang, Ming Hu
article en
7 citations

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.

Organic LettersVol. 27(12)
Qingdao University of Science and Technology (CN), State Key Laboratory of Chemical Engineering (CN), State Key Laboratory of Applied Organic Chemistry, Henan Normal University (CN), Lanzhou University (CN)
Henan Normal University, National Natural Science Foundation of China, Natural Science Foundation of Shandong Province, Taishan Scholar Project of Shandong Province, Jiangxi Provincial Department of Science and Technology
Clean water and sanitation
Openalex Percentile: Top 4%
Radical Photochemical Reactions
6.55
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Photoredox Site-Selective C(sp<sup>3</sup>)–H Alkylation of 1-(<i>o</i>-Iodoaryl)-alkan-1-ones with Activated Alkenes Enabled by Hydrogen Atom Transfer — Zitong Lu, Shuang Wu, et al. · Organic Letters (2025) | TGRS Research Map | TGRS