Issue 5, 2016

Room-temperature cobalt-catalyzed arylation of aromatic acids: overriding the ortho-selectivity via the oxidative assembly of carboxylate and aryl titanate reagents using oxygen

Abstract

A room temperature phosphine or NHC ligand-free cobalt-catalyzed arylation of (hetero)aromatic acids has been developed. It involves an oxidative cross-coupling between carboxylate and aryl titanate reagents using oxygen as an oxidant, and the arylation at the position ortho, meta and para to the carboxylic acid group could all be achieved. As application, various (hetero)aromatic acids including xenalipin, tafamidis and the key intermediate for a cardioprotective compound have been efficiently synthesized.

Graphical abstract: Room-temperature cobalt-catalyzed arylation of aromatic acids: overriding the ortho-selectivity via the oxidative assembly of carboxylate and aryl titanate reagents using oxygen

Supplementary files

Article information

Article type
Paper
Submitted
07 Dec 2015
Accepted
22 Dec 2015
First published
22 Dec 2015

Org. Biomol. Chem., 2016,14, 1593-1598

Room-temperature cobalt-catalyzed arylation of aromatic acids: overriding the ortho-selectivity via the oxidative assembly of carboxylate and aryl titanate reagents using oxygen

K. Liu, R. Zhang and X. Duan, Org. Biomol. Chem., 2016, 14, 1593 DOI: 10.1039/C5OB02496J

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