Photocatalytic Regioselective Alkoxycarbonylation/Cyclization of 3-Aza-1,5-dienes: Access to Ester-Containing Pyrrolin-2-ones

A direct alkoxycarbonyl radical-induced cascade reaction of 3-aza-1,5-dienes with alkyl chlorooxoacetates is reported. With this approach, an extensive range of ester-containing pyrrolin-2-ones are synthesized through photocatalyzed alkoxycarbonylation/cyclization with 3-aza-1,5-dienes under mild conditions. Moreover, dehydrogenative aromatization can proceed with the same photocatalytic system.

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Publication Details

Journal
Organic Letters
Published
2025-03-13
DOI
https://doi.org/10.1021/acs.orglett.5c00694
Citations
8
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
7.49

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article

Photocatalytic Regioselective Alkoxycarbonylation/Cyclization of 3-Aza-1,5-dienes: Access to Ester-Containing Pyrrolin-2-ones

Jie Wu, Zhipeng Zong, Jianqiang Chen, Wenlin Xie et al.
8 citations
Organic Letters
Radical Photochemical Reactions
7.49
article

Photocatalytic Regioselective Alkoxycarbonylation/Cyclization of 3-Aza-1,5-dienes: Access to Ester-Containing Pyrrolin-2-ones

Jie Wu, Zhipeng Zong, Jianqiang Chen, Wenlin Xie, Yuping Xiong
article en
8 citations

Abstract

A direct alkoxycarbonyl radical-induced cascade reaction of 3-aza-1,5-dienes with alkyl chlorooxoacetates is reported. With this approach, an extensive range of ester-containing pyrrolin-2-ones are synthesized through photocatalyzed alkoxycarbonylation/cyclization with 3-aza-1,5-dienes under mild conditions. Moreover, dehydrogenative aromatization can proceed with the same photocatalytic system.

Organic LettersVol. 27(12)
Hunan University of Science and Technology (CN), Chinese Academy of Sciences (CN), Shanghai Institute of Organic Chemistry (CN), Henan Normal University (CN), Taizhou University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Hunan Province, Zhejiang Provincial Ten Thousand Plan for Young Top Talents, Scientific Research Foundation of Hunan Provincial Education Department, Natural Science Foundation of Zhejiang Province
Openalex Percentile: Top 3%
Radical Photochemical Reactions
7.49
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