6533b827fe1ef96bd128641b

RESEARCH PRODUCT

Reaction of Diphenyldiazomethane withN-Methyloxy- andN-Ethyloxycarbonyl-N-(2,2,2-trichloroethylidene)amines

Marek M. KubickiSandrine JacquotGérard SchmittBernard LaudeAbdelhak BelaissaouiOlivier Blacque

subject

chemistry.chemical_compoundchemistryMethyl chloroformateOrganic ChemistryAzomethine ylidePhysical and Theoretical ChemistryMedicinal chemistry

description

Reaction of the title imines with diphenyldiazomethane gives a Δ3-1,3,4-triazoline, which leads, after loss of dinitrogen, to a transient azomethine ylide. Subsequent elimination of ethyl or methyl chloroformate gives the unexpected 1,1-diphenyl-4,4-dichloro-2-aza-1,3-butadiene.

https://doi.org/10.1002/(sici)1099-0690(199907)1999:7<1541::aid-ejoc1541>3.0.co;2-a