5-amino izoksazol türevlerinin yeşil kimya yöntemleriyle sentezlenmesi

Isoxazoles are five membered heterocyclic compounds that show many various biological activities. The aim of this work is to synthesize biologically active 5-amino and 5-amido isoxazoles with green chemistry routes which are microwaves and solvent-free synthesis methods. These synthetic routes compared according to reaction yield, time efficiency and used solvent. In the first part of the study, 5-aminoisoxazoles were synthesized from the reaction of α-chlorooximes with 2-phenylsulfonyl acetonitrile in the presence of triethylamine by grinding the reactants in a mortar without using a solvent. Separately, 5-aminoisoxazoles were also obtained with the same starting materials in microwave system but in this case using methanol as a solvent. α-Chlorooximes that are used in the formation of 5-aminoisoxazoles were synthesized from aldoximes by chlorination with N-chlorosuccinimide according to the literature. In the second part of the study, synthesized 5-aminoisoxazole derivatives were reacted with p-nitrobenzoyl chloride in dichloromethane to form 5-amidoisoxazoles. Purification for 5-aminoisoxazoles was succeeded easily by recrystallization. However, 5-amidoisoxazole derivatives were purified by column chromatography. The structure of all products has been characterized by means of spectroscopic methods (IR, 1H, 13C NMR, HRMS and physical characteristics, mp and Rf values).