66472-50-2Relevant academic research and scientific papers
Selective Monodefluorination and Wittig Functionalization of gem-Difluoromethyl Groups to Generate Monofluoroalkenes
Mandal, Dipendu,Gupta, Richa,Young, Rowan D.
, p. 10682 - 10686 (2018)
Monodefluorination of gem-difluoromethyl groups is achieved using a frustrated Lewis pair (FLP) approach. Triarylphosphines and group 13 Lewis acids were surveyed as FLP components, with the combination of P(o-Tol)3 and B(C6F5)3 found to provide the best results, although the reaction is feasible with more economical components (PPh3 and BF3·OEt2). The α-fluoroalkylphosphonium products arising from the reaction were of lower activity, in regard to further fluoride abstraction, as compared to difluoride starting materials, leading to highly selective monodefluorination. The activated substrates were subject to Wittig reaction protocols to generate a variety of monofluoroalkenes in moderate to high yields.
Chiral phosphoric acid catalyzed enantioselective [4 + 2] cycloaddition reaction of α-fluorostyrenes with imines
Terada, Masahiro,Kikuchi, Jun,Ye, Haiting
supporting information, p. 8957 - 8961 (2020/12/02)
An enantioselective [4 + 2] cycloaddition reaction of α-fluorostyrenes with N-benzoyl imines was demonstrated using a chiral phosphoric acid catalyst. Cycloaddition products having fluorine functionality were formed in high yields with excellent diastereo
A HF Loaded Lewis-Acidic Aluminium Chlorofluoride for Hydrofluorination Reactions
Kervarec, Ma?va-Charlotte,Kemnitz, Erhard,Scholz, Gudrun,Rudi?, Svemir,Braun, Thomas,J?ger, Christian,Michalchuk, Adam A. L.,Emmerling, Franziska
, p. 7314 - 7322 (2020/06/02)
The very strong Lewis acid aluminium chlorofluoride (ACF) was loaded with anhydrous HF. The interaction between the surface of the catalyst and HF was investigated using a variety of characterization methods, which revealed the formation of polyfluorides. Moreover, the reactivity of the HF-loaded ACF towards the hydrofluorination of alkynes was studied.
Stereodivergent Alkyne Hydrofluorination Using Protic Tetrafluoroborates as Tunable Reagents
Geaneotes, Paul,Guo, Rui,Liu, Peng,Qi, Xiaotian,Wang, Ruihan,Wang, Yi-Ming,Xiang, Hengye
supporting information, p. 16651 - 16660 (2020/07/16)
The discovery of safe, general, and practical procedures to prepare vinyl fluorides from readily available precursors remains a synthetic challenge. The metal-free hydrofluorination of alkynes constitutes an attractive though elusive strategy for their preparation. Introduced here is an inexpensive and easily handled reagent that enables the development of simple and scalable protocols for the regioselective hydrofluorination of alkynes to access both the E and Z isomers of vinyl fluorides. These reaction conditions were suitable for a diverse collection of alkynes, including several highly functionalized pharmaceutical derivatives. Computational and experimental mechanistic studies support C?F bond formation through vinyl cation intermediates, with the E- and Z-hydrofluorination products forming under kinetic and thermodynamic control, respectively.
MONOAMINE OXIDASE INHIBITORS
-
Page/Page column 36-37; 40-41, (2008/06/13)
The invention includes compounds of formula (I), pharmaceutically acceptable salts thereof, compositions containing compounds of formula (I), methods of inhibiting at least one monoamine oxidase using a compound of formula (I), and methods of inhibiting o
Fluorinated phenylcyclopropylamines. 2. Effects of aromatic ring substitution and of absolute configuration on inhibition of microbial tyramine oxidase
Rosen, Thomas C.,Yoshida, Shinichi,Fr?hlich, Roland,Kirk, Kenneth L.,Haufe, Günter
, p. 5860 - 5871 (2007/10/03)
A series of para-substituted diastereopure cis- and trans-2-fluoro-2- arylcyclopropylamines were synthesized and these were investigated as inhibitors of microbial tyramine oxidase from Arthrobacter sp. All compounds were shown to be competitive inhibitor
