Organic Letters
Organic Letters
5 years ago

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

Iridium-Catalyzed, Weakly Coordination-Assisted Ortho-Alkynylation of (Hetero)aromatic Carboxylic Acids without Cyclization
Gongda Deng, Xiaoming Zeng, Pei Liu, Changpeng Chen, Jinghua Tang
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.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b00581

DOI: 10.1021/acs.orglett.7b00581

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