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

Organic Letters 2026

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Authors: Zhengyang Gao, Kuan Zhang, Wentao Zhang, Xin-Hua Duan, Li‐Na Guo
DOI: 10.1021/acs.orglett.5c04841
Cited by: 7
References: 55

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.

Fields of Study & Subjects

Catalytic C–H Functionalization Methods Radical Photochemical Reactions Synthesis and Catalytic Reactions

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
2
Pages
704–709
Publication date
2 January 2026
Language
EN