In this diploma I present one-pot synthetic approaches to 5,6-disubstituted 3-benzoylamino-2H-pyran-2-ones. Different methods were investigated, including microwave irradiation and high-pressure conditions, that can be used to prepare cycloadducts between 2H-pyran-2-ones and maleic anhydride, and maleimide derivatives respectively. In the experimental work I wanted to evaluate new approaches to the synthesis of the desired bicyclo[2.2.2]octene adducts, since the literature procedures use hazardous solvents, heating under reflux and longer reaction times which all represent environmentally detrimental reaction conditions. The synthesized products were characterized by TLC and spectroscopic methods (1H NMR, IR, HRMS). I concluded that the one-pot method of preparing 2H-pyran-2-ones results in satisfactory yiels, however, conventional approaches have to be used to successfully synthesize the desired cycloadducts.
|