Reactions of β-Fluorovinamidinium Salt with Bifunctional Hetero Nucleophiles. A New Synthetic Route to Fluorinated Heterocycles

Article abstract of DOI:10.1016/0040-4039(95)00076-O

β-Fluorovinamidium salt (2), readily prepared from N-(2,3,3-trifluoro-1-propenyl) trimethyl-ammonium iodide (1) and diethylamine, reacted with bifunctional hetero nucleophiles such as amidine and guanidine hydrochlorides in the presence of a base to afford regiospecifically monofluoronated pyrimidines 4 in good yields.The one-pot procedure starting from 1 was applicable for synthesizing heterocyclic compounds 4 in almost comparable yields.