Dialkylation of Alkenes to Fluorinated δ-Lactams Enabled by Nickel-Electron-Shuttle Catalysis

The δ-lactam motif is a privileged pharmacophore in drug design and development. While these biologically relevant molecules could be assembled through two-component cyclization, a modular approach to constructing these structures via a multicomponent reaction with unactivated alkenes as starting materials is rare. Herein, we report a tandem reaction that integrates alkene-dialkylation with radical-involved ring-opening and cyclization under a single metal-electron-shuttle catalysis, which represents the most expeditious access to fluorinated δ-lactams from unactivated simple alkenes.

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Publication Details

Journal
Organic Letters
Published
2025-03-24
DOI
https://doi.org/10.1021/acs.orglett.5c00515
Citations
1
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.79

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article

Dialkylation of Alkenes to Fluorinated δ-Lactams Enabled by Nickel-Electron-Shuttle Catalysis

Bangkui Yu, Sunfeng Ye, Hanmin Huang
1 citations
Organic Letters
Fluorine in Organic Chemistry
0.79
article

Dialkylation of Alkenes to Fluorinated δ-Lactams Enabled by Nickel-Electron-Shuttle Catalysis

Bangkui Yu, Sunfeng Ye, Hanmin Huang
article en
1 citations

Abstract

The δ-lactam motif is a privileged pharmacophore in drug design and development. While these biologically relevant molecules could be assembled through two-component cyclization, a modular approach to constructing these structures via a multicomponent reaction with unactivated alkenes as starting materials is rare. Herein, we report a tandem reaction that integrates alkene-dialkylation with radical-involved ring-opening and cyclization under a single metal-electron-shuttle catalysis, which represents the most expeditious access to fluorinated δ-lactams from unactivated simple alkenes.

Organic LettersVol. 27(13)
University of Science and Technology of China (CN)
National Natural Science Foundation of China, Chinese Academy of Sciences, National Key Research and Development Program of China
Openalex Percentile: Top 30%
Fluorine in Organic Chemistry
0.79
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