Issue 27, 2017

Camphyl-based α-diimine palladium complexes: highly efficient precatalysts for direct arylation of thiazoles in open-air

Abstract

Based on the strategy of the development of phosphine-free palladium-catalyzed direct C–H arylation, a series of camphyl-based α-diimine palladium complexes bearing sterically bulky substituents were synthesized and characterized. The palladium complexes were applied for the cross-coupling of thiazole derivatives with aryl bromides. The effect of the sterically bulky substituent on the N-aryl moiety as well as the reaction conditions was screened. Under the optimal protocols, a wide range of aryl bromides can be smoothly coupled with thiazoles in good to excellent yields in the presence of a low palladium loading of 0.2 mol% under open-air conditions.

Graphical abstract: Camphyl-based α-diimine palladium complexes: highly efficient precatalysts for direct arylation of thiazoles in open-air

Supplementary files

Article information

Article type
Paper
Submitted
06 Apr 2017
Accepted
19 Jun 2017
First published
19 Jun 2017

Org. Biomol. Chem., 2017,15, 5731-5736

Camphyl-based α-diimine palladium complexes: highly efficient precatalysts for direct arylation of thiazoles in open-air

F. Chen, D. Lu, L. Hu, J. Huang and F. Liu, Org. Biomol. Chem., 2017, 15, 5731 DOI: 10.1039/C7OB00856B

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