Copper(II)-catalysed oxidative carbonylation of aminols and amines in water: A direct access to oxazolidinones, ureas and carbamates

[Display omitted] •CuCl2 is an efficient catalyst in the oxidative carbonylation of amines and aminols•Water is found to be the most efficient solvent for this reaction•Economic and eco-friendly access to N-containing carbonyl compounds Copper(II) chloride catalyses the oxidative carbonylation of am...

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Published inJournal of molecular catalysis. A, Chemical Vol. 407; pp. 8 - 14
Main Authors Casiello, Michele, Iannone, Francesco, Cotugno, Pietro, Monopoli, Antonio, Cioffi, Nicola, Ciminale, Francesco, Trzeciak, Anna M., Nacci, Angelo
Format Journal Article
LanguageEnglish
Published Elsevier B.V 01.10.2015
Subjects
2-Oxazolidinones
Carbamates
Copper halides
Oxidative carbonylation
Ureas
Oxidative carbonylation
Carbamates
Copper halides
Ureas
2-Oxazolidinones
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Summary:[Display omitted] •CuCl2 is an efficient catalyst in the oxidative carbonylation of amines and aminols•Water is found to be the most efficient solvent for this reaction•Economic and eco-friendly access to N-containing carbonyl compounds Copper(II) chloride catalyses the oxidative carbonylation of aminols, amine and alcohols to give 2-oxazolidinones, ureas and carbamates. Reaction proceeds smoothly in water under homogeneous conditions (Ptot=4MPa; PO2=0.6MPa, PCO), at 100°C in relatively short reaction times (4h) and without using bases or any other additives. This methodology represents an economic and environmentally benign non-phosgene alternative for the preparation of these three important N-containing carbonyl compounds.
ISSN:1381-1169
1873-314X
DOI:10.1016/j.molcata.2015.06.007