Efficient Synthesis and Antiproliferative Evaluation of New Bioactive N-, P-, and S-Heterocycles

Abstract— Organophosphorus compounds are attractive and fruitful branch of chemistry that includes many tools and methods for easy research and targeted drugs formation. The reactions iso(thio)cyanates with organophosphorus reagents are studied. When N-phenyliminiovinylidenetriphenylphosphorane reacts with isocyanate produces azetiidinone, dihydropyrimidinedione and oxazinone derivatives. Moreover, isothiocyante can also react with the same reagent to give theitane, thiazinanethione and dithiane derivatives. On the other side, when iso(thio)cyanate reacts with the stabilized phosphonium ylides, the new phosphorane derivatives are obtained. In addition, the reaction of hexamethyltriaminophosphine with isocyanate and isothiocyanate in dry THF give carbamimidic acid and phosphonium betaine derivatives respectively. Moreover, thirteen of the newly synthesized products were screened in vitro for their activity against HepG-2, HCT116, and MCF-7 human cancer cell lines.