Ultrasound-Assisted Microwave Synthesis of Some Five and Six-Membered Heterocycles
Ahmed Elsadig Mohammed Saeed, Amin Osman Elzupir, Izzeldeen Elfatih Barakat
كلية الدراسات العليا-جامعة السودان للعلوم والتكنولوجيا · السودان
Heterocyclic compounds containing nitrogen is the one of the most important biologicallyactive compounds. Their molecules incorporate the core structure of some antiviral,antibacterial, anticancer, antimalarial and antioxidant drug.In the present research work a series of five and six membered heterocycle containingnitrogen derived from chalcone were synthesized using sonochemistry and microwaveapproach as powerful tools for acceleration of both chalconization reaction and hetero-synthesis. These heterocycles include 2-amino 4,6-diaryl pyrimidine, 3,5-diaryl pyrazole, 3,5-diaryl isoxazole have synthesised from 1,3-diaryl-1,one-3-en. The enones were made in basiccondition and under sonication for 1 hour; this condition has given moderate to goodpercentage yield of 20-99.The synthesis of heterocycles was carried out using a combination of ultrasound andmicrowave irradiation. The reaction was performed using basic catalyst, and ethanolas solvent. A moderate to good yield have afforded in a period of time between 10-30minutes.This work describes a novel approach of combining ultrasound and microwaveirradiation in heterocyclization reactions to overcome solubility constraints and longreaction times.Furthermore, the mechanism of reaction has investigated by the isolation andcharacterization of two isoxazole intermediates, this investigation has demonstratedthat the products were formed through kinetic process.