Versatile synthesis of 2-functionalized dihydrothiazolo[2,3-b]quinazolines through regioselective electrophilic intramolecular heterocyclization of 3-alkenyl-2-thioxoquinazolin-4-ones

Abstract

Electrophilic intramolecular heterocyclizations of 3-alkenyl-2-thioxoquinazolin-4-ones, induced by halogens, NBS, sulfuryl chloride, protic acids, selenium, or tellurium halides, proceed with high regioselectivity. This process leads to the formation of 2-functionalized dihydrothiazolo[2,3-b]quinazolines, showcasing the versatility and reliability of this synthetic route across various electrophilic reagents.