Reactions of 1-Substituted-polyfluoro-1-propenyl p-Toluenesulfonates with Bifunctional Nitrogen Nucleophiles. A New Expedient Access to Monofluorinated Nitrogen Heterocycles

Abstract 1-Substituted-2,3,3-trifluoro-1-propenyl p-toluenesulfonates, readily available by the alkylation or arylation of 2,3,3-trifluoro-1-tosyloxy-1-propenyllithium or -zinc reagent, reacted smoothly with amidine or hydrazine derivatives at 70 °C for 1 h to give the corresponding 5-fluoropyrimidine or 4-fluoropyrazole compounds, respectively, in moderate to excellent yields.