Sonochemical synthesis of methyl-4-(hetero)arylmethylene isoxazole-5(4H)-ones using SnII-montmorillonite

Abstract

Tin exchanged montmorillonite K10 (SnII-Mont K10) was prepared by ion exchange between SnCl2 and montmorillonite K10. The SnII-Mont K10 was characterized by X-ray diffraction, scanning electron microscope and energy-dispersive X-ray spectroscopy. The synthesized SnII-Mont K10 was used as a recoverable solid catalyst for synthesis of 3-methyl-4-arylmethylene isoxazole-5(4H)-ones via one-pot multicomponent cyclocondensation of hydroxylamine hydrochloride, ethyl acetoacetate and benzaldehyde derivatives in water under ultrasound irradiations. The yields of products were obtained 87–96%. The remarkable advantages of this method are a low-cost and eco-friendliness catalyst, rapid completion of the reactions, and avoidance of using organic solvents, excellent yield and mild conditions.

Keywords

• Isoxazoles
• ultrasound irradiation
• montmorillonite K10
• heterogeneous catalyst
• SnCl2