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

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 thiazo...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2017-07, Vol.15 (27), p.5731-5736
Main Authors: Chen, Fu-Min, Lu, Dong-Dong, Hu, Li-Qun, Huang, Ju, Liu, Feng-Shou
Format: Article
Language:English
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Summary: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.
ISSN:1477-0520
1477-0539
DOI:10.1039/c7ob00856b