98380-89-3

Upstream product

• 98380-77-9 1-diphenylmethyl-2-methylpyrazolidine-3,5-dione 
• 111709-09-2 t-butyl 3-diphenylmethyl-3-ethoxycarbonylacetyl-2-methylcarbazate 
• 111709-08-1 t-butyl 3-diphenylmethyl-2-methylcarbazate 
• 111709-07-0 t-butyl 3-diphenylmethylene-2-methylcarbazate 
• 60295-08-1 tert-butyl 2-(diphenylmethylene)hydrazinecarboxylate 
• 119-61-9 benzophenone 
• 64-17-5 ethanol 
• 98380-81-5 4-diazo-1-diphenylmethyl-2-methylpyrazolidine-3,5-dione 

Relevant academic research and scientific papers

Regioselectivity in the Photochemical Ring Contraction of 4-Diazopyrazolidine-3,5-diones to give Aza-β-lactams

Irradiation of 4-diazopyrazolidine-3,5-diones (15) in the presence of alcohols or water gave mixtures of the isomeric 1,2-diazetidinones (16) and (17), formed by competing photochemical Wolff rearrangement of the two nitrogen groups, followed by reaction of the resulting ketenes with the nucleophile.Some regioselectivity is observed in the ring contraction process, and the relative order of migration of nitrogen groups is NPh>NCHPh2NCH2PhNMe>NCH2CO2Et.The structures of the 1,2-diazetidinones (17c) and (24) were confirmed by X-ray crystallography, and a crystal structure of the diazo compound (15g) was also obtained.Possible reasons for the regioselectivity in the ring contraction are discussed.

REGIOSELECTIVITY IN THE PHOTOCHEMICAL RING CONTRACTION OF 4-DIAZOPYRAZOLIDINE-3,5-DIONES TO GIVE AZA-β-LACTAMS

The photochemical decomposition of unsymmetrically substituted 4-diazopyrazolidine-3,5-diones leads to aza-β-lactams, and provides some indication of the relative migratory aptitude of nitrogen groups in the Wolff rearrangement.