Catalytic α-alkylation of α-fluoro-α-2-azaaryl carbonyl compounds with nonconjugated alkenes

Herein, we present a novel hydrocarbofunctionalization of nonconjugated alkenes for the synthesis of azaarenes possessing a fluorine-bearing quaternary carbon center. The reaction utilizes easily accessible α-fluoro-α-2-azaaryl carbonyl compounds and alkenes as starting materials and PdCl<sub>2</sub> as the catalyst without exogenous bases or additives. The simple operation, good tolerance towards azaarenes and easily scalable synthesis further highlight the potential application of this protocol.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob00656b
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Catalytic α-alkylation of α-fluoro-α-2-azaaryl carbonyl compounds with nonconjugated alkenes

Shun‐Jun Ji, Zhong‐Jian Cai, Yong-Jiu Hao
Organic & Biomolecular Chemistry
Fluorine in Organic Chemistry
article

Catalytic α-alkylation of α-fluoro-α-2-azaaryl carbonyl compounds with nonconjugated alkenes

Shun‐Jun Ji, Zhong‐Jian Cai, Yong-Jiu Hao
article en

Abstract

Herein, we present a novel hydrocarbofunctionalization of nonconjugated alkenes for the synthesis of azaarenes possessing a fluorine-bearing quaternary carbon center. The reaction utilizes easily accessible α-fluoro-α-2-azaaryl carbonyl compounds and alkenes as starting materials and PdCl<sub>2</sub> as the catalyst without exogenous bases or additives. The simple operation, good tolerance towards azaarenes and easily scalable synthesis further highlight the potential application of this protocol.

Organic & Biomolecular ChemistryVol. 23(25)
Soochow University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 91%
Fluorine in Organic Chemistry
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