Synthetic approaches to fluorinated derivatives of 4-(vinylthio)pyridine

Larisa Politanskaya, Bulat Khasanov, Alexander Potapov

Результат исследования: Научные публикации в периодических изданияхстатьярецензирование

Аннотация

An effective strategy for the synthesis of new polyfluoropyridine derivatives, which are valuable building blocks in the synthesis of potentially biologically active fluorine-containing compounds, has been developed. A series of fluorinated derivatives of 4-(vinylthio)pyridine have been synthesized, starting from pentafluoropyridine and 2-mercaptoethanol via aromatic nucleophilic substitution of fluorine atoms and elimination process. The obtained derivatives with NHAlk-substituents at position 2-, are of interest as new heteroaryl vinyl sulfide components that can be used in the synthesis of more complex fluorine-containing structures. The possibility of oxidation of tetrafluoro-4-(vinylthio)pyridine to the corresponding heteroaryl vinyl sulfone has been demonstrated. It was found that the resulting tetrafluoro-4-(vinylsulfonyl)pyridine reacted with cycloheptanamine under basic conditions to form a heterocyclic framework containing fragments of pyridine and 3,4-dihydro-2H-1,4-thiazine 1,1-dioxide.

Язык оригиналаанглийский
Номер статьи110063
ЖурналJournal of Fluorine Chemistry
Том264
DOI
СостояниеОпубликовано - дек. 2022

Предметные области OECD FOS+WOS

  • 1.05 НАУКИ О ЗЕМЛЕ И СМЕЖНЫЕ ЭКОЛОГИЧЕСКИЕ НАУКИ
  • 1.06 БИОЛОГИЧЕСКИЕ НАУКИ
  • 1.04 ХИМИЧЕСКИЕ НАУКИ

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