1786-36-3Relevant 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.
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
Design of fluorinated cyclopropane derivatives of 2-phenylcyclopropylmethylamine leading to identification of a selective serotonin 2C (5-HT2C) receptor agonist without 5-HT2B agonism
Cheng, Jianjun,Kozikowski, Alan P.,McCorvy, John D.,Roth, Bryan L.,Shen, Sida,Zhang, Guiping
supporting information, (2019/08/26)
A new series of fluorinated 5-HT2C agonists were designed and synthesized on the basis of our previous work on 2-phenylcyclopropylmethylamines as a potential approach for the treatment of central nervous system disorders. Key fluorinated cyclop
Fluorinated cyclopropanes: Synthesis and chemistry of the aryl α,β,β-trifluorocyclopropane motif
Thomson, Connor J.,Zhang, Qingzhi,Al-Maharik, Nawaf,Bühl, Michael,Cordes, David B.,Slawin, Alexandra M. Z.,O'Hagan, David
, p. 8415 - 8418 (2018/08/04)
A general route to aryl α,β,β-trifluorocyclopropanes is reported and aryl oxidation gave the corresponding α,β,β-trifluorocyclopropane carboxylic acid. Reactions of the corresponding amides with phenol/thiophenol resulted in HF elimination and then conjugate addition. The partially fluorinated cyclopropane has a similar lipophilicity to -CF3 despite three carbon atoms, and it emerges as a novel motif for drug discovery.
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
(HETERO)ARYL CYCLOPROPYLAMINE COMPOUNDS AS LSD1 INHIBITORS
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Page/Page column 149, (2013/05/09)
The invention relates to (hetero)aryl cyclopropylamine compounds, including particularly the compounds of formula (I) as described and defined herein, and their use in therapy, including, e.g., in the treatment or prevention of cancer, a neurological disease or condition, or a viral infection.
Halofluorination of alkenes mediated by 1,1,3,3,3-pentafluoropropene- diethylamine adduct
Walkowiak, Justyna,Marciniak, Bartosz,Koroniak, Henryk
, p. 287 - 291,5 (2012/12/12)
1,1,3,3,3-Pentafluoropropene-diethylamine complex (PFPDEA) has been found useful as a fluoride source in halofluorination reactions of various olefins. Reactions proceeded with PFPDEA and N-halosuccinimide (NXS, X = Br, I) or 1,3-dibromo-5,5-dimethylhydan
Halofluorination of alkenes mediated by 1,1,3,3,3-pentafluoropropene- diethylamine adduct
Walkowiak, Justyna,Marciniak, Bartosz,Koroniak, Henryk
, p. 287 - 291 (2013/01/13)
1,1,3,3,3-Pentafluoropropene-diethylamine complex (PFPDEA) has been found useful as a fluoride source in halofluorination reactions of various olefins. Reactions proceeded with PFPDEA and N-halosuccinimide (NXS, X = Br, I) or 1,3-dibromo-5,5-dimethylhydan
Halofluorination of alkenes using trihaloisocyanuric acids and HF-pyridine
Crespo, Livia T. C.,Ribeiro, Rodrigo Da S.,De Mattos, Marcio C. S.,Esteves, Pierre M.
experimental part, p. 2379 - 2382 (2010/09/04)
Halofluorination of alkenes with a new system (trihaloisocyanuric acids and HF-pyridine) results in the formation of vicinal halofluoroalkanes. The reaction is regioselective leading to Markovnikov-oriented products and the halofluorinated adducts follow anti-addition in the case of cyclohexene and 1-methylcyclohexene. Reaction yields range from 67-88%. Georg Thieme Verlag Stuttgart · New York.
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.
