One-Pot Multicomponent Synthesis of 3-Methyl-4-(Hetero)Arylmethylene Isoxazole-5(4H)-Ones Using Guanidine Hydrochloride as the Catalyst under Aqueous Conditions
Angad B. Barkule, Yatin U. Gadkari, Vikas N. Telvekar
Abstract
Here, we have developed an expeditious and efficient protocol for the synthesis of isoxazole-5(4H)-ones derivatives using guanidine hydrochloride as a catalyst using water as a solvent. The one-pot multicomponent reaction of aldehydes, ethyl acetoacetate, and hydroxylamine hydrochloride at room temperature to give a 3-methyl-4-(hetero)arylmethylene isoxazole-5(4H)-ones derivatives in an excellent yield. The key advantages of the reported method are shorter reaction time, energy-efficient, easy work-up procedure, wide substrate scope tolerance, economical, etc. further the catalyst was recycled up to 5 times along with high product yield without significant loss of its catalytic activity.
Topics & Concepts
ChemistryIsoxazoleGuanidineCatalysisYield (engineering)HydrochlorideHydroxylamine HydrochlorideSolventEthyl acetoacetateOrganic chemistrySubstrate (aquarium)Combinatorial chemistryMetallurgyMaterials scienceOceanographyGeologyMulticomponent Synthesis of HeterocyclesSynthesis and biological activitySynthesis and Characterization of Heterocyclic Compounds