Kissane, M,McNamara, OA,Mitchell, D,Coppert, DM,Moynihan, HA,Lorenz, KT,Maguire, AR

2012

January

Tetrahedron Letters

Expanded scope of heterocyclic biaryl synthesis via a palladium-catalysed thermal decarboxylative cross-coupling reaction

Validated

()

Cross-coupling Palladium Heterocycles Biaryls Aryl halides HETEROAROMATIC CARBOXYLIC-ACIDS ARYL HALIDES ARENECARBOXYLIC ACIDS AROMATIC CARBOXYLATES SALTS

53

403

405

The palladium-catalysed decarboxylative cross-coupling of heterocyclic aromatic carboxylates and aryl halides is described. The cross-coupling proceeds under relatively mild conditions using catalytic Pd(0) and tetrabutylammonium bromide (TBAB). Utilizing a mixed solvent system consisting of N,N-dimethylformamide (DMF) and N-methyl-2-pyrrolidone (NMP), the cross-coupling system operated at temperatures ranging from 80 to 140 degrees C. (C) 2011 Elsevier Ltd. All rights reserved.

DOI 10.1016/j.tetlet.2011.11.051