- Hydrofluorination of Unsaturated Compounds with Solid Potassium Hydrogen Fluoride in the Presence of Silicon Tetrafluoride at Room Temperature
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Hydrofluorination of unsaturated compounds proceeds by reaction with solid potassium hydrogen fluoride and silicon tetrafluoride to afford the corresponding fluorides in high yields.
- Tamura, Masanori,Shibakami, Motonari,Kurosawa, Shigeru,Arimura, Takashi,Sekiya, Akira
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Read Online
- Rearrangement and double fluorination in the deiodinative fluorination of neopentyl iodide with xenon difluoride
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Alkyl iodides give products from the neopentyl rearrangement on reaction with xenon difluoride. Neopentyl iodide performs a double rearrangement and yields a gem-difluoro product, 2,2-difluoro-3-methylbutane. Studies of the mechanism show that an alkene intermediate is involved in the double rearrangement process. Alkenes can be substituted as substrates in reaction with xenon difluoride-iodine to give gem-difluoro products. 13C Labeling verifies the skeletal rearrangement process.
- Patrick, Timothy B.,Zhang, Likang,Li, Quinhua
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Read Online
- Method of Synthesis of Arylsulfur Trifluorides and Use as in situ Deoxofluorination Reagent
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The invention is a method of synthesizing Arylsulfur Trifluorides, such as Fluolead, by reacting BR2 and KF (or suitable alkali metal fluoride) in acetonitrile (or other suitable solvent). The invention also comprises using the Fluolead (or its
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Page/Page column 2; 3
(2012/04/11)
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- Arylsulfur trifluorides: Improved method of synthesis and use as in situ deoxofluorination reagents
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Building on recent results of Umemoto and Winter, an improved method of synthesis of arylsulfur trifluorides, including the excellent, new deoxofluorination reagent Fluolead, is hereby reported. The method utilizes Br2 and KF as oxidizing and fluorinating reagents for efficient, high yield conversion of aryl disulfides and mercaptans to arylsulfur trifluorides. It has also been shown that both Fluolead and mesitylsulfur trifluoride may be generated in acetonitrile and used as in situ deoxofluorination reagents for conversion of either aldehydes or ketones to their respective gem-difluoro compounds. An analysis of the probable mechanism of action, including computational efforts, allows postulation of a rationale for the highly variable reactivities of different arylsulfur trifluorides as deoxofluorination reagents.
- Xu, Wei,Martinez, Henry,Dolbier Jr., William R.
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experimental part
p. 482 - 488
(2011/08/03)
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- vic-difluorination of fluoroalkenes with xenon difiuoride: The effect of fluorine substituents on the reaction of alkenes with xenon difluoride
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vic-Difluorination proceeds by the reaction of fluoroalkenes with xenon difluoride to afford the corresponding fluorinated compounds. From the reaction with polyfluoroalkenes, the products are obtained in high to excellent yields. In this reaction, the fluorine atom substituent of alkene stabilizes the cation intermediate and suppresses side-reactions such as rearrangement.
- Tamura, Masanori,Quan, Heng-Dao,Sekiya, Akira
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p. 3151 - 3153
(2007/10/03)
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- Transformation of Carbonyl Compounds into gem-Difluoro Compounds with Dibromodifluoromethane/Zinc Reagent
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Reaction of carbonyl compounds with dibromodifluoromethane/zinc gives the gem-difluoro compounds (12 examples).It seems to be that the reaction involves the generation of difluorocarbene by reaction of dibromodifluoromethane with zinc, followed by product
- Hu, Chang-Ming,Qing, Feng-Ling,Shen, Cun-Xi
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p. 335 - 338
(2007/10/02)
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- REACTIONS OF ALIPHATIC KETONES WITH SULFUR TETRAFLUORIDE AND HF IN THE PRESENCE OF SULFUR MONOCHLORIDE
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Aliphatic ketones react with SF4 and anhydrous hydrogen fluoride in the presence of catalytic amounts of S2Cl2 to give polyfluorinated sulfides and disulfides.The reactions occur via intermediate alkene derivatives.
- Muratov, N.N.,Mohamed, Nagib Muhtar,Kunshenko, B.V.,Burmakov, A.I.,Alekseeva, L.A.,Yagupol'skii, L.M.
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p. 1292 - 1296
(2007/10/02)
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