Cascade Palladium Catalysis: A Predictable and Selectable Regiocontrolled Synthesis of N-Arylbenzimidazoles

Author(s)
Jui, Nathan T.; Buchwald, Stephen Leffler
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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.
Date issued
2013-10
URI
http://hdl.handle.net/1721.1/85069
Department
Massachusetts Institute of Technology. Department of Chemistry
Journal
Angewandte Chemie International Edition
Publisher
John Wiley & Sons, Inc
Citation
Jui, Nathan T., and Stephen L. Buchwald. “Cascade Palladium Catalysis: A Predictable and Selectable Regiocontrolled Synthesis of N-Arylbenzimidazole.” Angewandte Chemie International Edition 52, no. 44 (October 25, 2013): 11624-11627.
Version: Author's final manuscript
ISSN
14337851
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