67238-18-0

Upstream product

• 67238-15-7 trideca-5,8-diyne 
• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 17605-08-2 2-allyl-3-methyl-2-cyclohexen-1-one 
• 6301-49-1 3-butylcyclohexenone 
• 1193-18-6 3-methylcyclohexen-2-one 
• 92100-90-8 1-Butyl-2-allyl-cyclohexen-⁽¹⁾-on-⁽³⁾ 
• 144038-17-5 4,10-Bis-(triphenyl-λ⁵-phosphanylidene)-tridecane-5,9-dione 

Relevant academic research and scientific papers

Phosphane Alkylenes, 53. - Synthesis of α,β-Unsaturated Cycloalkanones from Bis - A Method for the Transformation of Acid Anhydrides into Carbocyclic and Heterocyclic Compounds

Alkaline hydrolysis of bis 3 leads to 2-cycloalken-1-ones 6.Intramolecular Wittig reaction of an intermediately formed monoacyl ylide 4 and intramolecular aldol condensation of a diketone 5, resulting from hydrolysis of both ylide functions, are discussed as possible reaction mechanisms.The oxidation of 3 with H2O2 * Ph3PO yields 7- and 8-membered 2-cycloalkene-1,4-diones 12, presumely via mono ylides 11 carrying an aldehyde group in the ω-position.The reactions of 3 with aldehydes (molar ratio 1:1) lead to the formation of mono Wittig compounds 15 which can cyclize affording 5- and 6-membered 3-alkenyl-2-cycloalken-1-ones 16.Since the ylides 3 are easily available from acid anhydrides the reaction sequences represent versatile approaches for the transformation of acid anhydrides into 2-cycloalken-1-ones. Key Words: Phosphonium ylides / Wittig reactions, intramolecular / Aldol condensations, intramolecular / 2-Cycloalken-1-ones / 2-Cycloalken-1,4-diones