Reactions Of Beta-Fluorovinamidinium Salt With Bifunctional Hetero Nucleophiles - A New Synthetic Route To Fluorinated Heterocycles

    Authors

    X. F. Shi; T. Ishihara; H. Yamanaka;J. T. Gupton

    Comments

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    Abbreviated Journal Title

    Tetrahedron Lett.

    Keywords

    VINAMIDINIUM SALTS; (POLYFLUORO-1-PROPENYL)TRIMETHYLAMMONIUM; Chemistry, Organic

    Abstract

    beta-Fluorovinamidinium salt (2), readily prepared from N-(2,3,3-trifluoro-1-propenyl)trimethylammonium 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 pyrimidines 4 in good yields. The one-pot procedure starting from 1 was applicable for synthesizing heterocyclic compounds 4 in almost comparable yields.

    Journal Title

    Tetrahedron Letters

    Volume

    36

    Issue/Number

    9

    Publication Date

    1-1-1995

    Document Type

    Article

    Language

    English

    First Page

    1527

    Last Page

    1530

    WOS Identifier

    WOS:A1995QK51800040

    ISSN

    0040-4039

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