Work

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

Year: 2013

Type: article

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.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.201306007

Authors: Nathan T. Jui, Stephen L. Buchwald

Institution: Massachusetts Institute of Technology

Language: English

Topic: Catalytic Cross-Coupling Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Institute of General Medical Sciences

Awards: G1278808352, G1347613584, The Direct Oxidative Trifluoromethylation of Simple Heteroaromatic Systems, Late Transition Metal Catalysts for Organic Synthesis