145249-98-5

Upstream product

• 930-68-7 cyclohexenone 
• 107-13-1 acrylonitrile 
• 145662-48-2 1-Acetoxy-2-(2-cyanoethyl)cyclohexene 
• 4594-78-9 cyclohexanone-2-propionitrile 
• 52190-35-9 2-(methylthio)cyclohexanone 
• 33948-36-6 2-iodocyclohex-2-en-1-one 
• 154911-26-9 2-(2-Cyanoethyl)-2-methylthiocyclohexanone 
• 108-94-1 cyclohexanone 

Relevant academic research and scientific papers

Simple method for α-alkylation of α,β-unsaturated enones through the Michael addition

Treatment of enones and Michael acceptors with a catalytic amount of 1,8-diazabicyclo[5.4.0]undec-7-ene in 1,3-dimethyl-2-imidazolidinone at 185 °C afforded the corresponding α-substituted enones in good yields.

Intermolecular radical addition reactions of α-iodo cycloalkenones and a synthetic study of the formal synthesis of enantiopure fawcettimine

The generation of α-carbonyl vinyl radicals from α-iodo cycloalkenones, the scope of their participation in intermolecular addition reactions with electron-withdrawing olefins are studied and a synthetic study of the formal synthesis of enantiopure fawcet

SYNTHESES DE CYCLOHEXENONES α-SUBSTITUEES VIA LA THERMOLYSE DE CETOSULFOXYDES TERTIAIRES

The sulfenylation-dehydrosulfenylation method, combined with carbon-carbon bond forming reactions, has been applied to the synthesis of some α-functionalized cyclohexenones 3.Hence, the sodium anion of the 2-methylthiocyclohexanone in THF reacts with primary, allyl and benzyl halides as well as with Michael acceptors to lead to the tertiary ketosulfides 1a-j.Further oxidation by NaIO4 and thermolysis in boiling toluene of the resulting sulfoxides 2 have been performed.The scope and limitations of this strategy are also discussed. Key Words: α-functionalized cyclohexenones; tertiary ketosulfides and ketosulfoxides; sulfenylation and deshydrosulfenylation; thermolysis.