1645293-06-6

Upstream product

• 827348-43-6 2-(benzylamino)-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 1645293-03-3 2-(benzyl(phenylethynyl)amino)-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide 
• 670-54-2 ethenetetracarbonitrile 

Relevant academic research and scientific papers

High-yield formation of substituted tetracyanobutadienes from reaction of ynamides with tetracyanoethylene

A high-yielding sequence of [2+2] cycloaddition-retroelectrocyclization of ynamides with tetracyanoethylene (TCNE) is described. The reaction provided tetracyanobutadiene (TCBD) species, which were characterized by various techniques. DFT and TD-DFT calculations were also performed to complement experimental findings. 2+2=Tetracyanobutadienes: The reaction between ynamides and tetracyanoethylene at room temperature in dichloromethane provides tetracyanobutadienes in good to quantitative yields, following a sequence of [2+2] cycloaddition-retroelectrocyclization (see scheme; EWG=electron- withdrawing group).

Palladium-catalyzed imidoylative cyclization of α-isocyanoacetamides: Efficient access to c2-diversified oxazoles

A novel procedure for the synthesis of C2-diversified oxazoles, through palladium-catalyzed imidoylative cyclization of α-isocyanoacetamides with aryl, vinyl, alkynyl halides, or triflates, was developed. Migratory insertion of isocyanide into a C sp 3-palladium(II) intermediate in a cascade process was also realized, generating alkyl-substituted oxazoles. Therefore, oxazoles functionalized at the C2 position with sp, sp2, and sp3 hybridized carbon atoms are accessible by applying this method.