33158-13-3Relevant articles and documents
Metal-catalyzed [1,2]-alkyl shift in allenyl ketones: Synthesis of multisubstituted furans
Dudnik, Alexander S.,Gevorgyan, Vladimir
, p. 5195 - 5197 (2007)
(Chemical Equation Presented) Even fused furans can be prepared by cycloisomerization of substituted allenyl ketones. The cascade reaction involves a [1,2]-migration of alkyl or aryl groups in allenyl ketones as the key step. Facile reaction in the presence of cationic complexes, as well as migratory aptitude in the cycloisomerization of unsymmetrically substituted allenes, strongly supports an electrophilic mechanism for this transformation.
Method for synthesizing furan compound through one-step reaction of ketone and alpha chloroketone
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Paragraph 0003, (2022/01/10)
The invention provides a method for preparing a polysubstituted furan compound by taking alpha-chloroketone and methyl ketone or cyclic ketone as raw materials through one-step reaction under the action of slightly excessive tetraisopropyl titanate and a solvent-free condition. The method comprises the following steps: under the protection of inert gas, stirring and heating a reaction mixture of methyl ketone or cyclic ketone, alpha-chloroketone and p-toluenesulfonic acid, adding tetraisopropyl titanate for reaction, and separating and purifying the obtained reaction mixture after the reaction is finished to obtain the polysubstituted furan compound. The synthesis method provided by the invention has the advantages of easily available raw materials, low cost, simple operation and easy control, no solvent, good substrate universality and functional group compatibility, and is suitable for industrial mass production.
Tandem Transformations via Friedel-Crafts Acylation Followed by a Ring-Expansion, Ring-Opening, and Cycloisomerization Sequence
Kim, Hun Young,Oh, Kyungsoo
, p. 696 - 699 (2019/01/30)
A tandem synthetic route to a diverse array of cyclic compounds has been developed from Friedel-Crafts acylation of alkynes followed by the microwave irradiation of β-chlorovinyl ketone intermediates. The stereoisomeric β-chlorovinyl ketone intermediates smoothly underwent a thermal α-vinyl enolization and ring expansion to vinyl and carbocyclic furans as well as cyclopetene derivatives in good to excellent yields without the need for any catalysts.