- Synthetic Approaches to Chlorinated 5-Hydroxy-5-Methyl-2-Furanones
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The syntheses of chlorinated 5-hydroxy-furanones with a mono-, di-, and trichloromethyl group at C-5 are described.The 5-chloromethyl hydroxyfuranones were obtained by chlorination of levulinic acid followed by triethylamine promoted elimination of hydrogen chloride.Hydrolyses of chlorinated 4-cyclopentene-1,3-diones yielded 5-dichloromethyl hydroxyfuranones.The trichloromethyl group was incorporated to maleic anhydride through thermal decomposition of sodium trichloroacetate.
- Franzen, Robert,Kronberg, Leif
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p. 10945 - 10958
(2007/10/02)
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- NEW REACTIONS OF 4,5-DICHLORO-2-DICHLOROMETHYLENE-4-CYCLOPENTENE-1,3-DIONE
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The reaction of 4,5-dichloro-2-dichloromethylene-4-cyclopentene-1,3-dione with DMFA gives a high yield of 2,3-dichloro-5-(dimethyliminiomethyl)-2-cyclopentene-1,4-dione. 2,3-Dichloro-5,5-bismethylthio-2-cyclopentene-1,4-dione was isolated as a result of the analogous reaction with DMSO.A reaction mechanism involving diketocarbene is proposed.
- Gunbin, V. N.,Talzi, V. P.,Gudoshnikov, S. K.,Barysheva, N. A.,Maslennikov, E. I.
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p. 465 - 468
(2007/10/02)
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