STUDY ON THE SYNTHESIS AND STEREOCHEMISTRY OF α-ARYL-β-NITROALKYL PHENYL PHOSPHINOTHIONATES

In this paper the synthetic methods of α-aryl-β-nitroalkyl phenyl phosphinothionates 4 which were unknown were studied in detail and it was found that only when using Lawesson's reagent (LR) as thionating agent these compounds were obtained in high yields. The configuration of 4 was determined through the analysis of high resolution 1 H, 31 PNMR and X-ray diffraction. With the help of investigation of plausible mechanism, the stereochemistry of LR thionating the P˭O group was studied. So far this is the first detailed report as to the mechanism and stereochemistry of sulfurization of compounds involving the P˭O group with LR.