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Cascade palladium catalysis: a predictable and selectable regiocontrolled synthesis of N-arylbenzimidazoles.

ABSTRACT: By choice: The palladium-catalyzed cascade reaction of 2-chloroaryl sulfonates with arylamine and amide nucleophiles provides direct access to N-arylbenzimidazoles. This strategy selectively produces the heterocycles based on chemoselective oxidative addition. 2-Chloroaryl triflates (Tf) produce one regioisomer and the corresponding 2-chloroaryl mesylates (Ms) deliver the other in a selectable manner.

SUBMITTER: Jui NT

PROVIDER: S-EPMC3875363 | biostudies-literature | 2013 Oct

REPOSITORIES: biostudies-literature

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Cascade palladium catalysis: a predictable and selectable regiocontrolled synthesis of N-arylbenzimidazoles.

Jui Nathan T NT Buchwald Stephen L SL

Angewandte Chemie (International ed. in English) 20130913 44

By choice: The palladium-catalyzed cascade reaction of 2-chloroaryl sulfonates with arylamine and amide nucleophiles provides direct access to N-arylbenzimidazoles. This strategy selectively produces the heterocycles based on chemoselective oxidative addition. 2-Chloroaryl triflates (Tf) produce one regioisomer and the corresponding 2-chloroaryl mesylates (Ms) deliver the other in a selectable manner. ...[more]

PMID: 24038854

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