22297-83-2

Upstream product

• 534-22-5 2-methylfuran 
• 930-68-7 cyclohexenone 

Downstream Products

• 80921-91-1 1-Methyl-7-(3-oxo-cyclohexyl)-4,10-dioxa-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 
• 22242-79-1 3-(1,4-dioxopentyl)cyclohexanone 
• 80921-72-8 2-cyclohexyl-5-methyl-furan 
• 80921-61-5 N-(2,4-Dinitro-phenyl)-N'-[3-(5-methyl-furan-2-yl)-cyclohex-(Z)-ylidene]-hydrazine 
• 80921-93-3 1-Cyclohexyl-7-methyl-4,10-dioxa-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 

Relevant academic research and scientific papers

Niobium pentachloride activation of enone derivatives: Diels-Alder and conjugate addition products

Niobium pentachloride has proven to be a powerful activating agent for Diels-Alder or conjugate addition reactions of cycloenones. The Diels-Alder product was obtained only with an unsubstituted enone (cyclohexenone) and the highly reactive diene cyclopentadiene; substituents in the β-position of enones seem to prevent Diels-Alder reaction: oxygenated substituents favor the formation of vinyl chlorides (ethyl ether or dichloromethane as solvents) or enol ethers (ethyl acetate as solvent), while a methyl substituent prevents (any kind of transformation with NbCl5. Less reactive dienes, furan and 2-methylfuran gave the conjugate addition products of the furan ring to the enone system.