Flexible Synthesis of Phosphoryl-Substituted Imidazolines, Tetrahydropyrimidines, and Thioamides by Sulfur-Mediated Processes.

The solvent-free sulfur-mediated reactions of phosphinic chlorides with alkyl diamines were developed for the practical synthesis of unknown phosphoryl-substituted 4,5-dihydro-1H-imidazoles, 1,4,5,6-tetrahydropyrimidines, and thioamides. Their good tolerance to functional groups, broad substrate scope, and easy scalability were shown. The chemoselective preparation of a variety of phosphoryl-substituted bis(thioamides) was accomplished via the adjustment of a solvent.