Cascade Palladium Catalysis: A Predictable and Selectable Regiocontrolled Synthesis of N-Arylbenzimidazoles
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Jui_Cascade Palladium.pdf
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Author(s)
Jui, Nathan T.
Buchwald, Stephen Leffler
Date Issued
October 2013
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
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.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1002/anie.201306007
