40626-59-3Relevant academic research and scientific papers
Synthesis of sp 3-Enriched β-Fluoro Sulfonyl Chlorides
Gurbanov, Rustam,Sokolov, Andriy,Golovach, Sergey,Melnykov, Kostiantyn,Dobrydnev, Alexey V.,Grygorenko, Oleksandr O.
, p. 1771 - 1784 (2020/12/28)
A three-step approach to the synthesis of sp 3-enriched β-fluoro sulfonyl chlorides starting from alkenes is reported. The method was successfully applied to a wide range of acyclic and cyclic substrates, bearing either an exocyclic or an endocyclic double bond. The procedure worked with a wide range of substrates and tolerated a number of functional and protecting groups. Moreover, the target cyclic compounds were obtained as single cis diastereomers on a multigram scale. The title compounds are promising building blocks for drug discovery that can be used to obtain sp 3-enriched β-fluoro and α,β-unsaturated sulfonamides.
Bromofluorination of unsaturated compounds using DMPU/HF as a fluorinating reagent
Liang, Shengzong,Barrios, Francis J.,Okoromoba, Otome E.,Hetman, Zofia,Xu, Bo,Hammond, Gerald B.
, p. 136 - 139 (2017/09/06)
Bromofluorination reactions were performed by treating of a variety of unsaturated compounds with N-bromosuccinimide (NBS) and DMPU/HF as the fluorinating reagent. The DMPU/HF complex showed to be an efficient fluorinating reagent to convert alkenes into
Asymmetric epoxidation of fluoroolefins by chiral dioxirane. Fluorine effect on enantioselectivity
Wong, O. Andrea,Shi, Yian
supporting information; experimental part, p. 8377 - 8380 (2010/03/25)
(Chemical Equation Presented) The asymmetric epoxidation of various fluoroolefins has been studied using chiral ketone catalyst, and up to 93% ee was achieved with fructose-derived ketone 1.
Asymmetric cyclopropanation of vinyl fluorides: Access to enantiopure monofluorinated cyclopropane carboxylates
Meyer,Froehlich,Haufe
, p. 1479 - 1490 (2007/10/03)
The transition metal catalyzed cyclopropanation with alkyl diazoacetates of aliphatic or aromatic vinyl fluorides, prepared from the corresponding alkenes by bromofluorination and subsequent dehydrobromination, provides a smooth access to racemic I:1 mixt
Potassium fluoride-poly(hydrogen fluoride) salts as fluorinating agents for halofluorination of alkenes
Tamura,Shibakami,Sekiya
, p. 515 - 517 (2007/10/02)
It was found that potassium fluoride-poly(hydrogen fluoride) salts are useful fluorine sources for halofluorination of alkenes. The reaction proceeded with these salts and N-halosuccinimides or 1,3-dibromo-5,5-dimethylhydantoin in a regio- and stereoselec
Selective Halofluorination Reaction Mediated by Hexafluoropropene-Diethylamine Complex and N-Haloimides
Shimizu, Makoto,Okamura, Masaya,Fujisawa, Tamotsu
, p. 2596 - 2598 (2007/10/02)
Olefins were halofluorinated with hexafluoropropene-diethylamine and N-haloimides in a highly regio- and stereoselective manner.
Selective Bromofluorination of Alkenes with 1,3-Dibromo-5,5-dimethylhydantoin and Silicon Tetrafluoride
Shimizu, Makoto,Nakahara, Yuko,Yoshioka, Hirosuke
, p. 1881 - 1882 (2007/10/02)
Alkenes have been converted into the corresponding bromofluorides by reaction with 1,3-dibromo-5,5-dimethylhydantoin (DBH) and silicon tetrafluoride in 1,4-dioxane in a highly regio-, stereo-, and chemoselective manner.
SYNTHESIS OF β-FLUOROAZIDES : A ROUTE TO PRIMARY β-FLUORO AMINES
Benaissa, T.,Hamman, S.,Beguin, C.G.
, p. 163 - 174 (2007/10/02)
Two ways for the synthesis of β-fluoroazides are presented.The first one uses 1,2,2-trifluoro-2-chloro triethylamine (FAR) as a fluorinating reagent on the corresponding azidoalcohols.It is a smooth reaction at room temperature, but is not stereospecific ; it works well for phenyl substituted or primary α-carbon β-fluoroazides.The second route is the substitution of the azide group for bromine on an appropriate fluorobromide in phase transfer conditions.It is stereospecific (except for one case).It works well to give pure diastereoisomers of β-fluoroazides with pseudo primary (with deuterium) or secondary α-carbon atoms.
