Journal ArticleDOI
Halogen Substituted 1,3‐Cyclohexanediones I. Reaction of 2,2‐dichlorodimedone with bases
Niceas Schamp,M. Verzele +1 more
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TLDR
The reaction of 2,2-dichlorodimedone with bases gives complex mixtures, but with silver oxide a straightforward reaction leads with high yield to 6,6-dimichloro-4,4-dimethyl-5-oxohexanoic acid and/or to 4,4dimethyl -5-chloroacetyl-2-tetrahydrofuranone.Abstract:
The reaction of 2,2-dichlorodimedone with bases gives complex mixtures, but with silver oxide a straightforward reaction leads with high yield to 6,6-dichloro-4,4-dimethyl-5-oxohexanoic acid and/or to 4,4-dimethyl-5-chloroacetyl-2-tetrahydrofuranone. Identical reactions occur with 2,2-dichloro-1,3-cyclohexanedione.read more
Citations
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Journal ArticleDOI
Halogen Substituted 1,3-Cyclohexanediones II. New Chlorinated Cycloalkanones from 2, 2-Dichlorodimedone
Niceas Schamp,M. Verzele +1 more
TL;DR: In this article, a number of new substances obtained from 2,2-dichlorodimedone are described, including ring contraction to a 2-cyclopentenone derivative with simultaneous carbon monoxide elimination, isomerization procedure of halogenated ketones in dimethylformamide and hydrogen chloride, and aromatization to some new resorcinol derivatives.
Journal ArticleDOI
Reactivity of N‐2‐(1,1‐Dichloroalkylidene) Cyclohexylamines. II
N. De Kimpe,Niceas Schamp +1 more
TL;DR: In this article, N-2-(1,1-dichloroalkylidene) cyclohexylamines with excess sodium methylate in methanol under reflux were hydrolysed to corresponding 1, 1-dimethoxy-2-alkanones.
Journal ArticleDOI
Halogen Substituted 1, 3‐Cyclohexanediones IV. Reaction OF 2, 2‐Dichloro‐1, 3‐Cyclohexanediones With Sodium Methylate
TL;DR: In this article, a Favorskii rearrangement was performed on 2-dichlorodimedone to give a mixture of 3-dimethyl-α-hydromuconate, 4-dimethylamine and 3-cyclohexanediones.
Journal ArticleDOI
On the favorskii rearrangememt of dichloromethylketones.
Niceas Schamp,W. Coppens +1 more
Journal ArticleDOI
The Multiple Reactions in the Monochlorodimedone Assay: Discovery of Unique Dehalolactonizations under Mild Conditions
TL;DR: In this article, the authors used the monochlorodimedone assay as an assay of the brominating activity of halogenating enzymes; however, the assumed product was found to spontaneously decompose during the measurement.
References
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Journal ArticleDOI
Halogen Substituted 1,3-Cyclohexanediones II. New Chlorinated Cycloalkanones from 2, 2-Dichlorodimedone
Niceas Schamp,M. Verzele +1 more
TL;DR: In this article, a number of new substances obtained from 2,2-dichlorodimedone are described, including ring contraction to a 2-cyclopentenone derivative with simultaneous carbon monoxide elimination, isomerization procedure of halogenated ketones in dimethylformamide and hydrogen chloride, and aromatization to some new resorcinol derivatives.
Journal ArticleDOI
Ueber eine merkwürdige intramoleculare Umlagerung
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Halogen Substituted 1,3-Cyclohexanediones II. New Chlorinated Cycloalkanones from 2, 2-Dichlorodimedone
Niceas Schamp,M. Verzele +1 more