Nickel-Catalyzed Narasaka–Heck Cyclization Carbonylation of Unsaturated Oxime Esters with Arylboronic Acids

The Narasaka–Heck reaction is one of the most straightforward methods for constructing pyrroline derivatives. Herein, we report a novel nickel-catalyzed three-component carbonylation reaction, which cleverly realizes the continuous construction of C(sp3)–N bonds and C(sp3)–C(sp2) bonds and effectively promotes the synthesis of acyl-substituted pyrroline derivatives. Furthermore, this strategy not only expands the conversion pathway of γ,δ-unsaturated oxime esters but also provides a new method for the synthesis of nitrogen-containing heterocyclic compounds.

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Publication Details

Journal
Organic Letters
Published
2024-09-05
DOI
https://doi.org/10.1021/acs.orglett.4c02647
Citations
15
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
3.75

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article

Nickel-Catalyzed Narasaka–Heck Cyclization Carbonylation of Unsaturated Oxime Esters with Arylboronic Acids

Dongping Chen, Dong‐Yu Miao, Xi‐Cun Wang, Shun‐Xi Li et al.
15 citations
Organic Letters
Catalytic C–H Functionalization Methods
3.75
article

Nickel-Catalyzed Narasaka–Heck Cyclization Carbonylation of Unsaturated Oxime Esters with Arylboronic Acids

Dongping Chen, Dong‐Yu Miao, Xi‐Cun Wang, Shun‐Xi Li, Yi‐Feng Qiu, Fan Gao, Ming Li, Zheng‐Jun Quan, Shan-Mei Xu, Yong‐Min Liang
article en
15 citations

Abstract

The Narasaka–Heck reaction is one of the most straightforward methods for constructing pyrroline derivatives. Herein, we report a novel nickel-catalyzed three-component carbonylation reaction, which cleverly realizes the continuous construction of C(sp3)–N bonds and C(sp3)–C(sp2) bonds and effectively promotes the synthesis of acyl-substituted pyrroline derivatives. Furthermore, this strategy not only expands the conversion pathway of γ,δ-unsaturated oxime esters but also provides a new method for the synthesis of nitrogen-containing heterocyclic compounds.

Organic LettersVol. 26(37)
Northwest Normal University (CN), Lanzhou University (CN)
Northwest Normal University, National Natural Science Foundation of China
Openalex Percentile: Top 6%
Catalytic C–H Functionalization Methods
3.75
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