Nickel-Catalyzed Rearranged Alkenylation of 2-Arylaziridines with Aryl Alkenes to Access Allylamines

• DOI: 10.1021/acs.orglett.5c00465
• Publication Date: 2025-03-10T12:27:01Z
• Authors: Xiangkai Kong; Ming-Bai Gou; Bo Li; Zhen-Qi Luo; Yu Su; Yi Li; Chao Yang; Bin Liu; Qing He; Jiang-Fei Li; Jiquan Zhang; Jianta Wang; Lei Tang; Rong-Hua Wang

The transition-metal-catalyzed ring-opening functionalization of aziridines presents a promising approach for synthesizing structurally complex amines. However, the rearranged poses significant challenges. Herein, we report first alkenylation with aryl alkenes via Ni-Brønsted acid co-catalysis, leading to rapid synthesis diverse array allylamines yields reaching up 91%. Mechanistic studies suggest that reaction occurs through rearrangement aziridine generate an imine intermediate. This intermediate is subsequently captured by alkene under nickel catalysis, ultimately formation allylamines.