13275-10-0

Upstream product

• 105-45-3 acetoacetic acid methyl ester 
• 3173-53-3 Cyclohexyl isocyanate 
• 174322-77-1 sodium 2-phosphaethynolate 
• 1541-19-1 ethyl N-cyclohexylcarbamate 

Relevant academic research and scientific papers

The performance of phthalimide-N-oxyl anion

Alkali metal salts of phthalimide-N-oxyl, including Li, Na, and K were prepared and applied as novel selective catalysts to promote the cyclotrimerization of aryl and alkyl isocyanates. This paper is addressing these salts as a new class of organic nucleo

Lithium, magnesium, zinc complexes supported by tridentate pincer type pyrrolyl ligands: Synthesis, crystal structures and catalytic activities for the cyclotrimerization of isocyanates

Lithium, magnesium, zinc complexes incorporating substituted symmetrical tridentate pyrrolyl ligands were synthesized conveniently and their application for the cyclotrimerization of isocyanate to corresponding isocyanurate has been investigated. The reac

Lithium dibenzylamide, a simple, selective and highly efficient catalyst for isocyanate cyclotrimerization to isocyanurate

Lithium dibenzylamide catalyzed the rapid and essentially quantitative cyclotrimerization of a variety of isocyanates under mild conditions and could be recycled for six times in high yield. Georg Thieme Verlag Stuttgart New York.

Isocyanurate anion radicals via electron-initiated cycloaddition of isocyanates

(Chemical Equation Presented) Room temperature sodium metal reductions of alkyl isocyanates lead to the rapid electron-initiated formation of alkyl isocyanurate anion radicals, which exhibit EPR coupling to only two equivalent nitrogens. Reduction of sup

Bidentate pyrrolyl lithium complexes: Synthesis, crystal structure and catalytic activity for the cyclotrimerization of isocyanates

Three bidentate pyrrolyl lithium complexes were synthesized and their application for the cyclotrimerization of isocyanate to corresponding isocyanurate has been investigated and show high catalytic activities. All lithium complexes were characterized by

Highly efficient cyclotrimerization of isocyanates using N-heterocyclic olefins under bulk conditions

With a catalyst loading as low as 0.005%, high to excellent yields of isocyanurates could be achieved from N-heterocyclic olefin mediated organocatalytic cyclotrimerization of a wide range of isocyanates under bulk conditions. Experimental details coupled with structural characterization of the key intermediates led to comprehensive mechanistic studies of cyclotrimerization.

Lithium, magnesium, zinc complexes supported by tridentate pincer type pyrrolyl ligands: Synthesis, crystal structures and catalytic activities for the cyclotrimerization of isocyanates

Lithium, magnesium, zinc complexes incorporating substituted symmetrical tridentate pyrrolyl ligands were synthesized conveniently and their application for the cyclotrimerization of isocyanate to corresponding isocyanurate has been investigated. The reac

Cyclo-oligomerization of isocyanates with Na(PH2) or Na(OCP) as "p-" anion sources

We show that the 2-phosphaethynolate anion, OCP-, is a simple and efficient catalyst for the cyclotrimerization of isocyanates. This process proceeds step-wise and involves five-membered heterocycles, namely 1,4,2-diazaphospholidine-3,5-dionide anions and spiro-phosphoranides as detectable intermediates, both of which were also found to be involved in the catalytic conversion. These species can be considered as adducts of a phosphide anion with two and four isocyanate molecules, respectively, demonstrating that the OCP- anion acts as a formal "P-" source. The interconversion between these anionic species was found to be reversible, allowing them to serve as reservoirs for unique phosphorus-based living-catalysts for isocyanate trimerization.

Pyridine-catalyzed double C-N coupling reaction of an isocyanate with two benzynes

A pyridine-catalyzed double C-N bond cross-coupling reaction involving two benzynes with an isocyanate was carried out. The coupling reaction proceeded through a unique pathway involving the formation of an unstable carbamic acid intermediate and facile decarboxylation. Subsequent nucleophilic addition/protonation of in situ prepared amines with benzynes afforded variously substituted diaryl- and triarylamines in moderate to good yields with tolerance of a variety of functional groups. Copyright

Amine-linked N-heterocyclic carbenes: The importance of an pendant free-amine auxiliary in assisting the catalytic reaction

We have successfully expanded the library of amino-NHCs with varying substituents on the amine group, leading to insight about the instability of NHCs arising from the intermolecular interaction of the dangling amine side-arm. However, the pendant amine plays an important role with respect to the catalytic process, resuscitating the catalytic activity of unsaturated NHC's through a synergistic effect invoked by the secondary amine. This proof of concept allows us to expand the spectrum of catalysis to C-C, as well as C-B bond formation. Copyright