22862-56-2

Upstream product

• 107487-78-5 (E)-1-phenyl-4-(p-tolyl)but-2-ene-1,4-dione 
• 78-93-3 butanone 
• 1074-12-0 phenylglyoxal hydrate 
• 104-87-0 4-methyl-benzaldehyde 
• 117937-08-3 4-Hydroxy-1-phenyl-4-p-tolyl-but-2-yn-1-one 

Relevant academic research and scientific papers

ZnII- and AuI-catalyzed regioselective hydrative oxidations of 3-En-1-ynes with selectfluor: Realization of 1,4-dioxo and 1,4-oxohydroxy functionalizations

Catalytic 1,4-dioxo functionalizations of 3-en-1-ynes to (Z)- and (E)-2-en-1,4-dicarbonyl compounds are described. This regioselective difunctionalization was achieved in one-pot operation through initial alkyne hydration followed by in situ Selectfluor oxidation. The presence of pyridine alters the reaction chemoselectivity to give 4-hydroxy-2-en-1-carbonyl products instead. A cooperative action of pyridine and ZnII assists the hydrolysis of key oxonium intermediate.

THE REACTION OF ALKYL 4-HYDROXY-2-ALKYNOATES AND 4-HYDROXY-2-ALKYN-1-ONES WITH PALLADIUM TRIBUTYLAMMONIUM FORMATE AND WITH TRIBUTYLAMINE: PREPARATION OF 1,4-DICARBONYL COMPOUNDS

Ethyl 4-oxo-2-alkenoates and 1,4-dioxo-2-alkenes are easily prepared by treating ethyl 4-hydroxy-2-alkynoates and 4-hydroxy-2-alkyn-1-ones with n-tributylamine.Treatment of ethyl 4-hydroxy-2-alkynoates and 4-hydroxy-2-alkyn-1-ones with palladium-tributylammonium formate produces ethyl 4-oxo-alkanoates and 1,4-alkandiones in good to high yield through a novel one-pot isomerization/hydrogenation reaction.