- Elemental fluorine. Part 6. Fluorination of cyclic 1,3-diketones and related compounds
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Direct fluorination of cyclic 1,3-diones gives 2-mono- and 2,2-di-fluorinated products. The monofluorinated compounds crystallise in their enol forms and the difluorinated compounds form stable monohydrates whose crystal structures have been elucidated. D
- Chambers, Richard D.,Hutchinson, John,Batsanov, Andrei S.,Lehmann, Christian W.,Naumov, Dimitrii Y.
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p. 2271 - 2275
(2007/10/03)
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- Direct Fluorination of 1,3-Dicarbonyl Compounds
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1,3-Dicarbonyls, such as 1,3-diketones and 1,3-ketoesters, react directly with elemental fluorine at room temperature to give the corresponding 2-fluoro- and, in some cases, 2,2-difluoro-compounds in high yield.
- Chambers, Richard D.,Greenhall, Martin P.,Hutchinson, John
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- CHEMISTRY OF ORGANO HALOGENIC MOLECULES. PART 100. COMPARATIVE BEHAVIOUR OF XENON DIFLUORIDE AND CAESIUM FLUOROXYSULPHATE IN THE FLUORINATION OF ENOL ACETATES AND KETONES
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Xenon difluoride and caesium fluoroxysulphate reacted in methylene chloride or acetonitrile with various enol acetates, diketones, and ketones, yielding mainly α-fluoro ketones, the course of the reaction depending on the reagent and the structure of the organic molecule.Enol acetates from cycloalkanones were converted with caesium fluoroxysulphate to α-fluoroxycycloalkanones in high yield.Xenon difluoride and caesium fluoroxysulphate converted enol acetates of benzocycloalkanones-1 to α-fluorobenzocycloalkanones, while the reactivity of enol acetates of benzocycloalkanones-2 depended on the reagent used. 1,3-Diphenyl-propane-1,3-dione and its enol acetate were converted with XeF2 and CsSO4F to mono and difluoro substituted products, the course of the reaction being dependent on the reagent.Xenon difluoride converted 1-indanone to rearranged 2,2-difluorochromane, while caesium fluoroxysulphate reacted to 1-fluoro-2-indanone with 2-indanone.
- Stavber, Stojan,Sket, Boris,Zajc, Barbara,Zupan, Marko
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p. 6003 - 6010
(2007/10/02)
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- Room Temperature Fluorination of 1,3-Diketones and Enol Acetates with Xenon Difluoride
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Fluorination of 1,3-diketones with xenon difluoride in the presence of the insoluble cross-linked polystyrene-4-vinylpyridine complex with boron trifluoride and insoluble cross-linked polystryrene-4-vinylpyridine resins resulted in the formation of mono- and di-fluoro products, while reactions with enol acetates in the presence of hydrogen fluoride gave α-fluoroketones.
- Zajc, Barbara,Zupan, Marko
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p. 759 - 760
(2007/10/02)
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