Three-component heterocyclization of gem-bromofluorocyclopropanes with NOBF4: access to 4-fluoropyrimidine N-oxides.

نویسندگان

  • Kseniya N Sedenkova
  • Elena B Averina
  • Yuri K Grishin
  • Andrei G Kutateladze
  • Victor B Rybakov
  • Tamara S Kuznetsova
  • Nikolay S Zefirov
چکیده

Novel three-component heterocyclization involving gem-bromofluorocyclopropanes, nitrosyl tetrafluoroborate, and a molecule of the solvent (nitrile) yielding previously unknown fluorinated pyrimidine N-oxides is described. A two-step synthetic approach to 4-fluoropyrimidine N-oxides from alkenes under mild conditions is developed using this reaction. Mechanistic aspects of the heterocyclization are discussed.

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عنوان ژورنال:
  • The Journal of organic chemistry

دوره 77 21  شماره 

صفحات  -

تاریخ انتشار 2012