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

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

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-di...

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Veröffentlicht in:Tetrahedron letters 2012-01, Vol.53 (4), p.403-405
Hauptverfasser: Kissane, Marie, McNamara, Orla A., Mitchell, David, Coppert, David M., Moynihan, Humphrey A., Lorenz, Kurt T., Maguire, Anita R.
Format: Artikel
Sprache:eng
Schlagworte:
Aromatic compounds
Aryl halides
Biaryls
Chemical reactions
Cross coupling
Halides
Heterocycles
Palladium
Solvents
Synthesis (chemistry)
Tetrabutylammonium bromide
Tetrahedrons
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Zusammenfassung: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 °C.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.11.051