Palladium (0)-catalyzed efficient synthesis of allylic N- and S-benzoheterocycles linked to unsaturated carbohydrate derivatives

Orbital: The Electronic Journal of Chemistry

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ISSN: 19846428
Editor Chefe: Adilson Beatriz
Início Publicação: 28/02/2009
Periodicidade: Trimestral
Área de Estudo: Química

Palladium (0)-catalyzed efficient synthesis of allylic N- and S-benzoheterocycles linked to unsaturated carbohydrate derivatives

Ano: 2012 | Volume: 4 | Número: 2
Autores: Ronaldo N. de Oliveira, Wilson S. do Nascimento, Girliane R. da Silva, Tânia Maria S. Silva
Autor Correspondente: Ronaldo N. de Oliveira | [email protected]

Palavras-chave: palladium, catalysis, benzoheterocycles, hexenopyranoside, carbohydrate, antioxidant activity

Resumos Cadastrados

Resumo Inglês:

An efficient strategy was developed to envisage the synthesis of new N- and S-benzoheterocycles attached to the C-4 position of pseudo-carbohydrates. The reaction was performed with unsaturated carbohydrates and benzoheterocycles as nucleophiles in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium(0) and chelating bidentate ligand dppb. This strategy allowed easy access to benzoheterocyclic sugars in moderate-to-good yields. A preliminary study for antioxidant activities of Oglycosides 2,3-unsaturated was evaluated based on the 1,1-diphenyl-2-picryl hydrazyl (DPPH) radical scavenging and 2,2-azinobis 3-ethylbenzothiozoline-6-sulfonic acid (ABTS) radical cation decolorization assay, and showed low-to-moderate activities.