0000000000697539

AUTHOR

Nicola Della Ca

0000-0002-7853-7954

showing 2 related works from this author

Catalytic Carbonylative Double Cyclization of 2-(3-Hydroxy-1-yn-1-yl)phenols in Ionic Liquids Leading to Furobenzofuranone Derivatives

2019

A catalytic carbonylative double cyclization method for the synthesis of furo[3,4-b]benzofuran-1(3H)-ones is reported. It is based on the reaction between readily available 2-(3-hydroxy-1-yn-1-yl)phenols, CO, and oxygen carried out in the presence of catalytic amounts of PdI2 (1 mol %) in conjunction with KI (20 mol %) and 2 equiv of diisopropylethylamine at 80 degrees C for 24 h under 30 atm of a 1:4 mixture of CO-air. Interestingly, the process was not selective when carried out in classical organic non-nucleophilic solvents (such as MeCN or DME), leading to a mixture of the benzofurofuranone derivative and the benzofuran ensuing from simple cycloisomerization, whereas it turned out chemo…

010405 organic chemistryOrganic Chemistrychemistry.chemical_elementIonic LiquidsCarbonylationSettore CHIM/06 - Chimica Organica010402 general chemistry01 natural sciencesCarbonylation; Palladium; Cyclization; Ionic Liquids0104 chemical sciencesCatalysischemistry.chemical_compoundIonic liquids palladium catalyst benzofuranchemistryCyclizationIonic liquidOrganic chemistryPhenolsCarbonylationPalladiumPalladium
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Dimethyl 2,2′-[Carbonylbis(azanediyl)](2S,2′S)-bis[3-(4-hydroxyphenyl)propanoate]

2018

The thus‐far unknown ureic derivative dimethyl 2,2′‐[carbonylbis(azanediyl)](2S,2′S)‐ bis[3‐(4‐hydroxyphenyl)propanoate] has been efficiently synthesized by enantiospecific oxidative carbonylation of readily available L‐tyrosine methyl ester, using a very simple catalytic system (PdI2 in conjunction with KI) under relatively mild conditions (100 °C for 5 h in DME as the solvent and under 20 atm of a 4:1 mixture CO‐air).

Oxidative carbonylationchemistry.chemical_elementCarbonylation010402 general chemistry01 natural sciencesBiochemistryMedicinal chemistryCatalysischemistry.chemical_compoundlcsh:Inorganic chemistryUreaPhysical and Theoretical ChemistryL‐tyrosine methyl ester010405 organic chemistryureasOrganic ChemistrySettore CHIM/06 - Chimica Organicalcsh:QD146-1970104 chemical sciencesSolventchemistryl-tyrosine methyl esterCarbonylationPalladiumDerivative (chemistry)PalladiumMolbank
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