Table 1: Comparison of the effect of catalysts in preparation of α-aminophosphonate by the reaction of an aldehyde, aniline and diethylphosphite.

678101.tab.001

EntryCatalyst (0.1 mmol)SolventTime (min)Yield (%)

1FeCl3THF30–12073–84
2CuCl2THF24<5%

Compound 1: R1  = OMe, R2  = OH, R3  = H; Compound 8: R1  = Ome, R2  = Ome, R3  = H; Compound 11: R1  = OMe, R2  = OMe, R3  = OMe; Compound 12: R1 = H, R2  = OMe, R3 = H; Compound 14: R1 = H, R2  = H, R3 = H; Compound 20: R1 = H, R2  = NO2, R3 = H.