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
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Nickel-Catalyzed Rearranged Alkenylation of 2-Arylaziridines with Aryl Alkenes to Access Allylamines
The transition-metal-catalyzed ring-opening functionalization of aziridines presents a promising approach for synthesizing structurally complex amines. However, the rearranged functionalization of aziridines poses significant challenges. Herein, we report the first rearranged alkenylation of aziridines with aryl alkenes via Ni–Brønsted acid co-catalysis, leading to the rapid synthesis of a diverse array of allylamines with yields reaching up to 91%. Mechanistic studies suggest that the reaction occurs through the rearrangement of aziridine to generate an imine intermediate. This intermediate is subsequently captured by an alkene under nickel catalysis, ultimately leading to the formation of allylamines.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.