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Cascade Palladium Catalysis: A Predictable and Selectable Regiocontrolled Synthesis of N ‐Arylbenzimidazoles
Author(s) -
Jui Nathan T.,
Buchwald Stephen L.
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201306007
Subject(s) - library science , chemistry , political science , computer science
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.