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Catalyst-Controlled Nickel-Catalyzed Intramolecular endo -Selective C–H Cyclization of Benzimidazoles with Alkenes

作者:Zijian Liu, Jiang‐Fei Li, Feng‐Ping Zhang, Xue-Tao Xu, Mengchun Ye · 发表于:Organic Letters · 年份:2023 · DOI:10.1021/acs.orglett.2c04012 · 被引用次数:22 · 研究领域:Catalytic C–H Functionalization Methods、Synthesis and Catalytic Reactions、Cyclopropane Reaction Mechanisms

Compared with the widely explored exo -selective C–H cyclization, transition metal-catalyzed endo -selective C–H cyclization of benzimidazoles with alkenes has been a formidable challenge. Previous efforts mainly rely on substrate-controlled methods, rendering the product complexity restricted. Herein we report a catalyst-controlled method to facilitate endo -cyclization, in which a bulky N -heterocyclic carbene ligand and t BuOK base-enabled Ni–Al bimetallic catalyst prove critical to the endo selectivity.