41343-12-8Relevant academic research and scientific papers
Asymmetric Synthesis of Alkyl Fluorides: Hydrogenation of Fluorinated Olefins
Ponra, Sudipta,Yang, Jianping,Kerdphon, Sutthichat,Andersson, Pher G.
, p. 9282 - 9287 (2019/05/28)
The development of new general methods for the synthesis of chiral fluorine-containing molecules is important for several scientific disciplines. We herein disclose a straightforward method for the preparation of chiral organofluorine molecules that is ba
Catalyst-free regioselective hydroxyfluorination and aminofluorination of α,β-unsaturated ketones
Zhou, Jiadi,Fang, Ye,Wang, Fang,Li, Jianjun
supporting information, p. 4470 - 4474 (2019/05/16)
The catalyst-free direct regioselective α-fluoro-β-hydroxylation and α-fluoro-β-amidation of α,β-unsaturated ketones has been developed. Various α,β-unsaturated ketones react with Selectfluor in water and acetonitrile to give α-fluorohydrins and α-fluoroa
Halogenative difluorohomologation of ketones
Fedorov, Oleg V.,Kosobokov, Mikhail D.,Levin, Vitalij V.,Struchkova, Marina I.,Dilman, Alexander D.
, p. 5870 - 5876 (2015/06/16)
A method for the difluorohomologation of ketones accompanied by halogenation of a C-H bond is described. The reaction involves silylation, difluorocarbene addition using Me3SiCF2Br activated by a bromide ion, and halogenation of intermediate cyclopropanes with N-bromo- or N-iodosuccinimide. The whole process is performed without isolation of intermediates. The resulting α,α-difluoro-β-halo-substituted ketones can be readily converted into fluorine containing pyrazole derivatives and oxetanes.
Gold-catalyzed diastereoselective synthesis of α-fluoroenones from propargyl acetates
Hopkinson, Matthew N.,Giuffredi, Guy T.,Gee, Antony D.,Gouverneur, Véronique
supporting information; experimental part, p. 2737 - 2742 (2010/12/25)
A diastereoselective preparation of -fluoroenones from propargyl acetates has been developed proceeding via a gold-catalyzed rearrangement-fluorination cascade. Control reactions are consistent with a mechanism involving a gold-mediated 3,3-sigmatropic shift followed by a direct, nongold-catalyzed electrophilic fluorination of the allenyl acetate intermediate.
Novel synthesis of (E)-α-fluorochalcones
Huang, Zhi-Zhen,Wang, Lei
, p. 1281 - 1282 (2007/10/03)
α-Fluorochalcones 4 can be synthesized by the Wittig reaction via α-fluoro substituted ylide 3, affoding a general method for the stereoselective synthesis of (E)-α-fluoro-α, β-unsaturated compounds 4.
Short, stereoselective syntheses of α-fluoroalkenoate derivatives, α- fluoroenones and α-fluoroenals from HFC-134a
Kanai,Percy
, p. 2453 - 2455 (2007/10/03)
Readily-available 1,1,1,2-tetrafluoroethane (Klea HFC-134a) can be converted, via a two-pot sequence into a range of Z-α-fluoroalkenoyl derivatives following addition reactions to aldehydes. Reaction adducts can be processed into enals and enones upon hydride reduction or Grignard reagent addition in high yield. (C) 2000 Elsevier Science Ltd.
Coupling of 2-substituted 1-fluorovinylstannanes with organic halides catalyzed by palladium(0)/copper(I) iodide. A mild and stereospecific method to monofluoroolefins
Chen,Wilcoxen,Zhu,Kim,McCarthy
, p. 3476 - 3482 (2007/10/03)
The palladium-catalyzed cross-coupling reactions of (E)- or (Z)-1- fluorovinylstannanes with aryl iodides and vinyl iodides provide good yields of stereoisomerically pure substituted fluoroolefins with retention of the double bond geometry. The reaction t
A general and efficient synthesis of β-ketophosphonates
Coutrot, Philippe,Grison, Claude,Lachgar, Mohamed,Ghribi, Abdelaziz
, p. 925 - 942 (2007/10/02)
The acylation of organocuprates or organolithiated reagents with 2-dialkylphosphonoalkanoyl chlorides or dialkylphosphonofluoroacetyl chlorides represents a general and efficient route to β-ketophosphonates.A Horner reaction between the lithiated anions derived from α-fluoro-β-ketophosphonates and aldehydes leads to 2-fluoro-2-enones whereas the lithiated anions derived from γ-acetylenic-β-ketophosphonates afford enynones. β-ketophosphonate / 2-dialkylphosphonoalkanoyl chloride / dialkylphosphonofluoroacetyl chloride / 2-fluoro-2-enone / enynone
FLUORINE-CONTAINING CHALCONES. III. REARRANGEMENT OF 1,3-DIARYL-1,2-DIFLUORO-1-PROPEN-3-OLS TO Α-FLUOROCHALCONES
Yarmolenko, S. N.,Fialkov, Yu. A.,Yagupol'skii, L. M.
, p. 1767 - 1774 (2007/10/02)
1,3-Diaryl-1,2-difluoro-1-propen-3-ols were synthesized by the reaction of 4-substituted α,β-difluorostyryllithium and benzaldehyde.When heated or in an acidic medium they readily rearrange with the elimination of HF to the corresponding 4- and 4'-substit
