Reactions of β-fluorovinamidinium salt with bifunctional hetero nucleophiles. A new synthetic route to fluorinated heterocycles
1995; Elsevier BV; Volume: 36; Issue: 9 Linguagem: Inglês
10.1016/0040-4039(95)00076-o
ISSN1873-3581
AutoresXifeng Shi, Takashi Ishihara, Hiroki Yamanaka, John T. Gupton,
Tópico(s)Synthesis and Biological Evaluation
Resumoβ-Fluorovinamidinium salt (2), readily prepared fromN-(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 monofluorinated pyrimidines4 in good yields. The one-pot procedure starting from1 was applicable for synthesizing heterocyclic compounds4 in almost comparable yields.
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