370-32-1Relevant academic research and scientific papers
Photochemical activation of extremely weak nucleophiles: Highly fluorinated urethanes and polyurethanes from polyfluoro alcohols
Soto, Marc,Sebastián, Rosa María,Marquet, Jordi
, p. 5019 - 5027 (2014/06/23)
An efficient and environmentally friendly photoreaction between phenyl isocyanate or pentafluorophenyl isocyanate and polyfluorinated alcohols and diols is described for the first time. New highly fluorinated urethanes and diurethanes, derived from aromat
Activation of weak nucleophiles: Polyfluorocarbamates from polyfluoroalcohols via a fast radical reaction
Soto, Marc,Comalrena, Helena,Balduzzi, Ursula,Guirado, Gonzalo,Lloveras, Vega,Vidal-Gancedo, José,Sebastián, Rosa María,Marquet, Jordi
supporting information, p. 6310 - 6313 (2013/11/06)
A new fast radical mechanism has been observed for the reaction of polyfluorinated alcohols and phenylisocyanate, very sensitive to the change of solvents and the concentration of reactants. The acidity of polyfluoroalcohols seems to be responsible for the observed new reactivity and evidences from kinetic studies, electron paramagnetic resonance, cyclic voltammetry, and photostimulation suggest that polyfluoroalkoxy radical is the key intermediate in the chain. To the best of our knowledge, it is the first time that a radical mechanism is described for the preparation of carbamates.
A facile synthesis of unsymmetrical ureas
Bogolubsky, Andrey V.,Ryabukhin, Sergey V.,Pipko, Sergey E.,Lukin, Oleg,Shivanyuk, Alexander,Mykytenko, Dmytro,Tolmachev, Andrey
experimental part, p. 3619 - 3623 (2011/06/21)
A facile and versatile method for the synthesis of unsymmetrical ureas from readily available reagents is reported. In the first step trifluoroethylchloroformate is reacted with a stoichiometric amount of a primary amine to give an intermediate trifluoroethyl carbamate. The addition of a second amine (primary or secondary) to the trifluoroethyl carbamate furnishes corresponding unsymmetrical ureas in 75-85% yield. A simple workup procedure, the high yields obtained, and the purity of the isolated products are suitable for the parallel synthesis of combinatorial libraries of unsymmetrical ureas with high structural and functional diversity.
Promoted method for producing carbamates
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, (2008/06/13)
A process for the production of carbamates is provided which comprises contacting an organic primary or secondary amine with a source of carbon monoxide, an organic compound containing at least one hydroxyl group and a source of sulfur, selenium or tellurium, in the presence of a catalyst for the reaction and in the presence of at least one member selected from the group consisting of disulfides of the formula wherein R1 and R2 comprise members selected from the group consisting of alkyl, aryl, cycloalkyl, alkaryl, aralkyl, heterocyclic, alkenyl, alkynyl, alkanoyl, aranoyl, halogenated derivatives of the foregoing groups, and derivatives of the foregoing groups in which one or more carbon atoms is replaced by an oxygen atom.
