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

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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… Click to show full abstract

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 tBuOK base-enabled Ni-Al bimetallic catalyst prove critical to the endo selectivity.

Keywords: endo selective; selective cyclization; cyclization benzimidazoles; cyclization; benzimidazoles alkenes

Journal Title: Organic letters
Year Published: 2023

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