Synonyms:tetrahydropyrimidine;64890-89-7;DTXSID00411859;OTPDWCMLUKMQNO-UHFFFAOYSA-N;AKOS006351731
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The research focuses on the convenient synthesis of 4-(perfluoroalkyl)pyrimidines and 4-(perfluoroalkyl)tetrahydropyrimidines, which are compounds of interest due to the significant changes in physical properties and potential biological activities that result from the introduction of a perfluoroalkyl moiety into a molecular frame. The study explores an alternative facile route to these compounds by in situ trapping of unstable vinyl and ethynyl perfluoroalkyl ketones with thiouronium and amidinium salts. The process involves the reaction of perfluoroalkyllithiums, generated from perfluoroalkyl iodides and methyllithium, with ethyl acrylate to yield hemiacetals of the corresponding perfluoroalkyl vinyl ketones. These ketones are then efficiently converted to tetrahydropyrimidines in good yields, while attempts to convert them to pyrimidines resulted in lower yields.
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