- A convenient one-pot preparation of stable equivalents of cyclobutane-1,2-dione and cyclobutanetrione
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A very short, high-yielding, one-pot procedure has been developed for the preparation of half-protected cyclobutane-1,2-dione. This compound is much more stable than cyclobutane-1,2-dione itself and allowed further transformation to give diprotected cyclobutanetrione equivalents. Copyright Taylor & Francis Group, LLC.
- Deguest, Geoffrey,Bischoff, Laurent,Fruit, Corinne,Marsais, Francis
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p. 841 - 847
(2008/09/17)
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- 3-hydroxy-2-cyclobuten-1-one salts, their production and use
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3-Hydroxy-2-cyclobuten-1-one salts of the general formula: STR1 wherein R is an ammonium group of the general formula: STR2 wherein R1, R2 and R3 are the same or different in meaning and each is a hydrogen atom, a lower alkyl group or a cycloalkyl group or R is an alkali metal atom. The salts according for formula I are obtained by the reaction of pure 3-acetoxy-2-cyclobuten-1-one, or 1,3-cyclobutanedione or a distillation residue of the diketene production containing 3-acetoxy-2-cyclobuten-1-one, with a base. The base can be an amine of the general formula: STR3 wherein R1, R2, and R3 have the above-mentioned meaning, or an alkali metal alcoholate or an alkali metal hydroxide. The salts according to formula I are suitable for the production of squaric acid, by their being halogenated in a first step and then being hydrolyzed to squaric acid in a second step.
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- CYCLOPENTENONES FROM 1,2-DISILOXYCYCLOBUTENE VIA SILYLATED 1-VINYLCYCLOPROPANOLS. APPLICATION TO THE SYNTHESIS OF DIHYDROJASMONE AND CIS-JASMONE
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An effective synthesis of 2,3-disubstituted 2-cyclopentenones involves C4 - C3 ring contraction of the readily available 1,2-disiloxycyclobutene followed by thermal C3 - C5 ring enlargement of trimethylsiloxyvinyl-cyclopropanes.To illustrate the convenience of this new approach the total syntheses of 2-methyl-3-p-tolyl-2-cyclopentenone, dihydrojasmone, and cis-jasmone are reported.
- Salauen, J.,Almirantis, Y.
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p. 2421 - 2428
(2007/10/02)
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