8-Aminoimidazo[1,2-a]pyridine (AIP) directed Pd(ii) catalysis: site-selective ortho-C(sp2)–H arylation in aqueous medium?

Organic & Biomolecular Chemistry Pub Date: 2021-01-22 DOI: 10.1039/D0OB02510K

Abstract

We demonstrate herein the first example of a palladium(II) catalyzed regioselective ortho-C(sp2)–H arylation in aqueous medium (a sustainable solvent) utilizing 8-AIP (8-aminoimidazo[1,2-a]pyridine) as a promising and removable bidentate directing group/auxilliary. This newly developed protocol features a broad substrate scope with excellent functional group tolerance and enables an expeditious route to a library of unsymmetrical amides in good to excellent yields with exclusive site-selectivity.

Graphical abstract: 8-Aminoimidazo[1,2-a]pyridine (AIP) directed Pd(ii) catalysis: site-selective ortho-C(sp2)–H arylation in aqueous medium
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