4.7 Article

Palladium-Catalyzed Regioselective C3-Allylic Alkylation of 2-Aryl Imidazopyridines with MBH Carbonates

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 88, Issue 4, Pages 2655-2665

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c03001

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Herein, we report a palladium-catalyzed regioselective C3-allylic alkylation of 2-aryl imidazopyridines with MBH carbonates. This strategy allows for the synthesis of diverse C3-allylated imidazopyridines, and their structures have been confirmed by X-ray analysis. Furthermore, the reaction can be easily scaled up and the resulting product can be manipulated into synthetically useful entities.
Imidazopyridine is an important framework that constitutes several pharmaceutical drugs and biologically active molecules. Herein, we present the palladium-catalyzed regioselective C3-allylic alkylation of 2-aryl imidazopyridines with MBH carbonates. This strategy furnishes a broad spectrum of C3allylated imidazopyridines, and their structures have been unequivocally established using X-ray analysis. Besides, the reaction can be easily scaled up on a gram scale, and the ensuing product can be smoothly manipulated into synthetically useful entities.

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