Synthesis of Fluorinated Octahydro-2H-Chromenes in the Presence of the BF3·Et2O–H2O Catalytic System

Irina V. Il’ina, Oksana S. Patrusheva, Dina V. Korchagina, Konstantin P. Volcho, Nariman F. Salakhutdinov

Research output: Contribution to journalArticlepeer-review

Abstract

The synthesis of fluorinated octahydro-2H-chromene was carried out using the Prins reaction between the monoterpenoid (–)-isopulegol and carbonyl compounds in the presence of the BF3·Et2O–H2O system, which acts as both an acid catalyst and a fluorine source. The use of the readily available and easy-to-use BF3·Et2O reagent makes this method of obtaining fluorine derivatives simple and practical.

Original languageEnglish
Pages (from-to)867-874
Number of pages8
JournalChemistry of Heterocyclic Compounds
Volume56
Issue number7
DOIs
Publication statusPublished - 1 Jul 2020

Keywords

  • acid catalysts
  • boron trifluoride etherate
  • chromene
  • isopulegol
  • monoterpenes
  • organofluorine compounds
  • Prins reaction
  • REAGENT
  • ACID
  • TETRAHYDROPYRANS
  • ISOPULEGOL
  • DISCOVERY
  • PRINS CYCLIZATION
  • VANILLIN
  • POTENT ANALGESIC ACTIVITY

Fingerprint

Dive into the research topics of 'Synthesis of Fluorinated Octahydro-2H-Chromenes in the Presence of the BF3·Et2O–H2O Catalytic System'. Together they form a unique fingerprint.

Cite this