Synthesis and Transformations of Two Types of 4-Phosphorylated Aldehydes of the Oxazole Series

摘要

Available N-(1,2,2,2-tetrachloroethyl) dichloroacetamide selectively reacts with trialkyl phosphites and triphenylphosphine, which was used for preparing polycentered electrophilic agents unusually reacting with piperidine and morpholine in the presence of water to give in high yields 4-dialkoxyphosphoryl- or 4-triphenylphosphonio-substituted oxazole-2-carbaldehydes containing piperidine or morpholine moiety in the 5-position. Their structure was determined by spectroscopy and also by chemical transformations into phenylhydrazones, thiosemicarbazones, aminals, and other functional derivatives of these two type of phosphorus-containing aldehydes of the oxazole series.