128918-86-5

Upstream product

• 28620-50-0 α-(trans-2-phenyl-ethenyl)-N-phenylnitrone 
• 536-74-3 phenylacetylene 
• 122016-23-3 Phenyl-(3-phenyl-1-phenylethynyl-prop-2-ynylidene)-amine 

Relevant academic research and scientific papers

Copper-Catalyzed Reaction of Terminal Alkynes with Nitrones. Selective Synthesis of 1-Aza-1-buten-3-yne and 2-Azetidinone Derivatives

Reaction of arylacetylenes with C,N-diarylnitrones using a catalyst system of CuI-dppe (dppe = 1,2-bis(diphenylphosphino)ethane) in the presence of potassium carbonate in DMF predominantly affords the corresponding 1,2,4-triaryl-1-aza-1-buten-3-ynes in good yields.In contrast, the catalytic reaction using CuI in the presence of an excess amount of pyridine as the ligand gives 1,3,4-triaryl-2-azetidinones as the major products.The reaction with aliphatic terminal alkynes in place of arylacetylenes produces the latter products irrespective of the catalyst system used.Asymmetric induction is also observed in the reaction of phenylacetylene with α,N-diphenylnitrone to give 1,2,4-triphenyl-2-azetidinone in the presence of chiral bisoxazoline-type ligands.

The synthesis and reaction of N-phenyl alkynyl imine-hexacarbonyldicobalt complexes

N-Phenyl dialkynyl imines react with octacarbonyldicobalt to give N-phenyl dialkynyl imine-mono(hexacarbonyldicobalt) complexes.The structure of one of them. CPh)2>Co2(CO)6 (4b), has been determined by X-ray crystallography, which shows that the phenyl ring on the imino nitrogen is oriented over the free acetylenic bond.The N-phenyl dialkynyl imine-mono(hexacarbonyldicobalt) complex thus formed undergoes cotrimerization with disubstituted alkynes to give pentasubstituted aryl alkynyl N-phenyl imines.N-Phenyl alkenyl alkynyl imines, prepared by 1,2-reduction of N-phenyl dialkynyl imines followed by isomerization, were also transformed into pentasubstituted aryl alkenyl N-phenyl imines via the corresponding N-phenyl alkynyl imine-hexacarbonyldicobalt complexes.