- Fluorination with aminosulfur trifluorides
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A fluorination method of oxygen and halogen sites with diaryl-, dialkoxyalkyl-, alkylalkoxyalkyl-, arylalkoxyalkyl- and cyclic aminosulfur trifluorides fluorinating reagents is disclosed.
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- Fluorination with aminosulfur trifluorides
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A fluorination method of oxygen and halogen sites with diaryl-, dialkoxyalkyl-, alkylalkoxyalkyl-, arylalkoxyalkyl- and cyclic aminosulfur trifluorides fluorinating reagents is disclosed.
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- A semi-molten mixture of hexadecyltributylphosphonium bromide and potassium fluoride in the synthesis of organofluorine compounds
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A facile and effective reagent system comprising of a semi-molten mixture of hexadecyltributylphosphonium bromide and potassium fluoride has been developed and its scope has been investigated in nucleophilic fluoride exchange with various organohalides. This simple and convenient reagent system provides organofluorine compounds in high yields even with haloesters in which fluoride catalysed elimination is also feasible.
- Bhadury, Pinaki S.,Raza, Syed K.,Jaiswal, Devendra K.
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p. 115 - 117
(2007/10/03)
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- Alkylation of (Fluorocarbethoxymethylene)-tri-n-butylphosphorane: A Facile Entry to α-Fluoroalkanoates
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(Fluorocarbethoxymethyl)trialkylphosphonium bromides 6, prepared from ethyl bromofluoroacetate and tertiary phosphines, react with n-butyllithium in THF to give the corresponding phosphoranes 7.Reaction of the pregenerated (fluorocarbethoxymethylene)tri-n-butylphosphorane 7a with primary alkyl iodides and activated alkyl bromides followed by in situ hydrolysis of the alkylated salts provides the fluoroalkanoates 9 in a one-pot reaction.In the case of secondary alkyl halides, no substitution was observed, the main reaction being decomposition of the phosphorane.However, the anion obtained from diisopropyl (fluorocarbethoxymethyl)phosphonate 10 b reacts with CH3CH(Ph)Br and (CH3)2CHI to afford the corresponding alkylated phosphonates in good yields.Displacement of the phosphonate moiety either by base-induced hydrolysis or by reduction was unsuccessful.
- Thenappan, Alagappan,Burton, Donald J.
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p. 2311 - 2317
(2007/10/02)
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- A FACILE PREPARATION OF ETHYL α-FLUOROALKANOATES
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Alkylation of fluorocarboalkoxymethylene tri-n-butylphosphorane followed by hydrolysis provides the title compounds in moderate to good yields.
- Thenappan, Alagappan,Burton, Donald J.
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p. 3641 - 3644
(2007/10/02)
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- EFFET DE LA CONCENTRATION EN ACIDE FLUORHYDRIQUES DANS LA PYRIDINE SUR LA REGIO-SELECTITE DE LA FLUORATION PAR DEAMINATION D'α-AMINO-ESTERS : SYNTHESES DE COMPOSES CARBOXYLES-β-FLUORES.
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Fluorodeamination of α-amino-esters with sodium nitrite in HF-pyridine gives mainly β-fluoro-esters.The molar ratio HF-pyridine is the main parameter for the α-β regioselectivity.
- Hamman, Sylvain,Beguin, Claude G.
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