RESUMO
We have devised a supported-amine-catalyzed efficient synthesis of spiro-thiazolone-tetrahydrothiophenes via a sulfa-Michael/aldol cascade approach. The catalyst demonstrated sustained efficacy over 21 cycles. These derivatives were found to exhibit excellent binding abilities with purified human serum albumin as indicated by both in silico and in vitro-based experiments.
Assuntos
Aminas , Tiofenos , Humanos , Catálise , Tiofenos/química , Tiofenos/síntese química , Aminas/química , Aminas/síntese química , Albumina Sérica Humana/química , Albumina Sérica Humana/metabolismo , Ligação Proteica , Compostos de Espiro/química , Compostos de Espiro/síntese química , Estrutura Molecular , Tiazóis/química , Tiazóis/síntese química , Simulação de Acoplamento MolecularRESUMO
Polymer-supported catalysts have emerged as one of the sustainable and cost-effective alternatives in organic synthetic chemistry. We have developed the first polymer-supported DMAP catalyzed one-pot synthesis of diversely substituted α-pyrones. The cascade approach involves C5 conjugate addition of 5H-oxazol-4-ones to α,ß-unsaturated-ß-ketoesters followed by lactonization/elimination.
