1645-62-1Relevant academic research and scientific papers
Metal-Free and User-Friendly Regioselective Hydroxyfluorination of Olefins
Sedgwick, Daniel M.,López, Inés,Román, Raquel,Kobayashi, Nanako,Okoromoba, Otome E.,Xu, Bo,Hammond, Gerald B.,Barrio, Pablo,Fustero, Santos
supporting information, p. 2338 - 2341 (2018/04/30)
A simple, user-friendly, metal-free protocol for the regioselective anti-Markovnikov hydrofluorination of olefins using readily available and inexpensive reagents has been developed. This new approach displays a broader scope than previously reported methodologies and has been applied to the late-stage fluorination of a complex molecule, giving rise to a fluorosteroid derivative. The stereochemistry of the process has also been studied in some detail.
Fluorination with ionic liquid EMIMF(HF)2.3 as mild HF source
Yoshino, Hideaki,Matsumoto, Kazuhiko,Hagiwara, Rika,Ito, Yasuhiko,Oshima, Koichiro,Matsubara, Seijiro
, p. 29 - 35 (2007/10/03)
Hydrogen fluoride is a basic fluorinating reagent, but handling it is difficult. For this reason, some modified fluorinating reagents such as HF-pyridine, Et3N-HF, and poly(hydrogen fluoride) complex have been developed. Those reagents, however, still require aqueous work-up procedures which generate hydrogen fluoride. Recently, ionic liquids have received much attention because of the ease in handling them and the possibility of non-aqueous work-up. An ionic liquid, 3-ethyl-1-methyimidazolium oligo hydrogen fluoride (EMIMF(HF)2.3), which is stable in air and moisture, can be used as a hydrogen fluoride equivalent for some fluorination reactions; it does not require an aqueous work-up.
A mild ring opening fluorination of epoxide with ionic liquid 1-ethyl-3-methylimidazorium oligo hydrogenfluoride (EMIMF(HF) 2.3)
Yoshino, Hideaki,Nomura, Kenichi,Matsubara, Seijiro,Oshima, Koichiro,Matsumoto, Kazuhiko,Hagiwara, Rika,Ito, Yasuhiko
, p. 1127 - 1129 (2007/10/03)
Ring opening fluorination of epoxides with hydrogen fluoride in ionic liquid 1-ethyl-3-methylimidazorium oligo hydrogenfluoride EMIMF(HF)2.3 was demonstrated. This ionic liquid released hydrogen fluoride graduately to make mild conditions witho
HIGHLY SELECTIVE RING OPENING OF EPOXIDES WITH SILICON TETRAFLUORIDE: PREPARATION OF FLUOROHYDRINS
Shimizu, Makoto,Yoshioka, Hirosuke
, p. 4101 - 4104 (2007/10/02)
Regio-, stereo-, and chemoselective transformation of epoxides into fluorohydrins with silicone tetrafluoride is described.
