Modular Synthesis of Densely Functionalized Azetidines: Ni-Catalyzed 1,4-Alkylarylation of 1,3-Enynes with 1-Azabicyclo[1.1.0]butanes through Polar–Radical Relay

An efficient synthesis of densely functionalized azetidines has been achieved via a Ni-catalyzed 1,4-alkylarylation of 1,3-enynes using 1-azabicyclo[1.1.0]butanes (ABBs) and arylboronic acids. This three-component reaction offers an easy way to incorporate an allene fragment into azetidines. The method is characterized by a broad substrate scope and excellent functional group compatibility. Mechanistic studies have revealed a polar-radical relay mechanism for this transformation.

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Publication Details

Journal
Organic Letters
Published
2026-01-02
DOI
https://doi.org/10.1021/acs.orglett.5c04841
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
22.95
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article

Modular Synthesis of Densely Functionalized Azetidines: Ni-Catalyzed 1,4-Alkylarylation of 1,3-Enynes with 1-Azabicyclo[1.1.0]butanes through Polar–Radical Relay

Li‐Na Guo, Wentao Zhang, Kuan Zhang, Xin-Hua Duan et al.
1 citations
Organic Letters
Catalytic C–H Functionalization Methods
22.95
article

Modular Synthesis of Densely Functionalized Azetidines: Ni-Catalyzed 1,4-Alkylarylation of 1,3-Enynes with 1-Azabicyclo[1.1.0]butanes through Polar–Radical Relay

Li‐Na Guo, Wentao Zhang, Kuan Zhang, Xin-Hua Duan, Zhengyang Gao
article en
1 citations

Abstract

An efficient synthesis of densely functionalized azetidines has been achieved via a Ni-catalyzed 1,4-alkylarylation of 1,3-enynes using 1-azabicyclo[1.1.0]butanes (ABBs) and arylboronic acids. This three-component reaction offers an easy way to incorporate an allene fragment into azetidines. The method is characterized by a broad substrate scope and excellent functional group compatibility. Mechanistic studies have revealed a polar-radical relay mechanism for this transformation.

Organic LettersVol. 28(2)
State Key Laboratory of Chemical Engineering (CN), Lanzhou University (CN), Xi'an Jiaotong University (CN)
Openalex Percentile: Top 3%
Catalytic C–H Functionalization Methods
22.95
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Modular Synthesis of Densely Functionalized Azetidines: Ni-Catalyzed 1,4-Alkylarylation of 1,3-Enynes with 1-Azabicyclo[1.1.0]butanes through Polar–Radical Relay — Li‐Na Guo, Wentao Zhang, et al. · Organic Letters (2026) | TGRS Research Map | TGRS