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Article Dans Une Revue Synthese Année : 2010

Pd-catalysed direct heteroarylation of bromobenzyl acetamide derivatives:a simple access to heteroarylated benzylamine derivatives

Résumé

The palladium-catalysed direct arylation of bromobenzylacetamide derivatives using a wide variety of heteroaromatics gives a very simple access to heteroarylated benzylacetamides. 2-, 3- and 4-Bromobenzylacetamides present a very similar reactivity. In the presence of 2-subtituted furans, thiophenes, pyrroles, thia­zoles, or imidazoles a regioselective 5-arylation was observed. The reaction of benzoxazole gave the 2-arylated compounds; whereas 3,5-dimethylisoxazole gave the 4-arylated products. In most cases, the system using PdCl(C3H5)(dppb) as the catalyst, KOAc as the base, and DMAC as the solvent gave high yields of coupling products.
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Dates et versions

hal-00576827 , version 1 (15-03-2011)

Identifiants

  • HAL Id : hal-00576827 , version 1

Citer

Nouria Laidaoui, Abdellah Miloudi, Douniazad El Abed, Henri Doucet. Pd-catalysed direct heteroarylation of bromobenzyl acetamide derivatives:a simple access to heteroarylated benzylamine derivatives. Synthese, 2010, pp.2553-2566. ⟨hal-00576827⟩
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