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 heterocyclic compounds bearing a phosphoryl moiety, a series of N-aryliminophosphonates were obtained by reaction of dialkyl 1-methoxycarbonylmethylphosphonates with trifluoroacetimidoyl chlorides using NaH as a deprotonating agent. The resulting intermediates underwent cyclization on refluxing in toluene to give dialkyl 6-substituted-4-hydroxy-2-trifluoromethylquinoline-3-phos-phonates. © 2000 John Wiley & Sons, Inc. Heteroatom Chem 11:240–243, 2000