4107-01-1Relevant articles and documents
Electrochemical oxidation of amides of type Ph2CHCONHAr
Golub, Tatiana,Becker, James Y.
experimental part, p. 3906 - 3912 (2012/06/04)
Anodic oxidation of N-aryl-2,2-diphenylacetamides in acetonitrile undergoes three types of bond-cleavage, one between the benzylic carbon and the carbonyl group, the second between a carbonyl and 'N', and the third between the 'N' atom and aryl group. The selectivity of the cleavage and nature of emerged products is highly dependent on the nature of substituent attached to the aryl group. For example, electron-withdrawing groups direct the benzyl-carbonyl bond-breaking whereas electron-donating substituents favor the N-aryl bond cleavage. The type of products obtained involve benzophenone, 2,2-diphenylacetamide, N-(diphenylmethylene)acetamide, N-(diphenylmethyl)acetamide, α-lactam (1-acetyl-3,3-diphenylaziridin-2-one, as a 1:1 complex with 2,4-dinitroaniline) and aniline derivatives.
Intermolecular Cyclization Processes in the Anodic Oxidation of Ketene Imines: Formation of Heterocyclic Dimers and Trimers
Becker, James Y.,Shakkour, Elias,Sarma, J. A. P. R.
, p. 3716 - 3720 (2007/10/02)
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ADDITION AT THE C=N BOND IN KETENE IMINES. REACTION OF DIPHENYLKETENE N-(p-TOLYL)IMINE WITH N,N-DIMETHYLDICHLOROMETHYLENEAMMONIUM CHLORIDE
Mironova, D. F.,Vykhrestyuk, N. I.,Kukhar', V. P.
, p. 242 - 245 (2007/10/02)
Electrophilic addition to arylketene imines at the C=N bond is described for the reaction of diphenylketene N-(p-tolyl)imine with N,N-dimethyldichloromethyleneammonium chloride.Chlorinating characteristics were found in the complex of N,N-dimethyldichloromethyleneammonium chloride with chlorine.