One-pot synthesis of novel α-amino phosphonates using tetramethylguanidine as a catalyst

Abstract

α-Aminophosphonates (4a-l) were synthesized in high yields by the Kabachnik-Fields reaction. One-pot simultaneous reaction of indole-3- carboxaldehyde, a dialkyl- or diphenyl phosphite, and different heterocyclic-, cyclic-, or other primary amines in the presence of tetramethylguanidine (10 mole %) as catalyst in toluene at reflux temperature afforded 4a-l. They exhibited moderate to high antimicrobial activity. ©ARKAT USA, Inc.