The synthesis of alpha-(4-antipyryl)amino-(substituted) phenyl-methylphosphonic acid derivatives

alpha-(4-antipyryl)amino-(substituted)phenymethylphosphonic acid diesters ( 2) were synthesized by the addition of phosphite diesters to corresponding imine (1). A five-member cyclic transition state was proposed, and the infl uence of substituents on the reactivity of substrate was discussed. The net atomic charges of some imine 1 was calculated to support the mechanism. In the presence of NaI or KI, the cleavage of methyl esters of 2a and 2e vere realized by trimethyl silylition of 2 with trimethylchlorosilane. The stru ctures of the compounds were confirmed by H-1 NMR spectroscopy.