Studies on organophosphorus compounds 105: A facile synthesis of dialkyl 6-substituted-4-hydroxy-2-trifluoromethylquinoline-3-phosphonates

For the investigation of biological activities of trifluoromethylated heter ocyclic compounds bearing a phosphoryl moiety, a series of N-aryliminophosp honates were obtained by reaction of dialkyl 1-methoxycarbonylmethylphospho nates with trifluoroacetimidoyl chlorides using NaH as a deprotonating agen t. The resulting intermediates underwent cyclization on refluxing in toluen e to give dialkyl 6-substituted-4-hydroxy-2-trifluoromethylquinoline-3-phos phonates. (C) 2000 John Wiley & Sons, Inc.