Iridium-Catalyzed, Weakly Coordination-Assisted Ortho-Alkynylation of (Hetero)aromatic Carboxylic Acids without Cyclization.

ABSTRACT

It is reported a weakly coordination-assisted alkynylation of aryl and heteroaryl carboxylic acids with iridium catalysis. The reaction is catalyzed by [{Cp*IrCl2}2] complex without cyclization, forming ortho-alkynylated aryl and heteroaryl carboxylic acids, and features high functional group tolerance and broad substrate scope under an air atmosphere. 2-(Hetero)aryl-substituted acetic acids were amenable to the alkynylation by forming an unusual six-membered ring cycloiridiated intermediate.