134209-95-3

Upstream product

• 21367-45-3 propan-2-one 4-(4-methoxy-phenyl)-semicarbazone 
• 79-30-1 isobutyryl chloride 
• 21449-53-6 5,5-Dimethyl-2-(4-methoxy-phenylimino)-Δ³-1,3,4-oxadiazolin 
• 134209-87-3 (5,5-dimethyl-5H-[1,3,4]oxadiazol-2-ylidene)-(4-methoxy-phenyl)-amine 

Downstream Products

• 1356539-58-6 3,3-dimethyl-1-(4-methoxyphenyl)-8-(4-pyridyl)pyrido[c]cyclopenta[b]pyrrol-2-one 
• 1303541-44-7 1-(4-methoxyphenyl)-3,3-dimethyl-8-phenyl-3,3a-dihydroindeno[2,1-b]pyrrol-2-one 
• 1303541-26-5 1-(4-methoxyphenyl)-3,3-dimethyl-8-phenyl-3,8-dihydroindeno[2,1-b]pyrrol-2-one 

Relevant academic research and scientific papers

High nucleophilicity of cyclic amidocarbene toward aryl isocyanates, new approach to spiro[azetidinone-4,3′-indolinone] derivatives

The nucleophilic addition of β-lactam-4-ylidenes 2, a type of ambiphilic cyclic amidocarbene, to aryl isocyanates has been studied and their application in organic synthesis has been demonstrated. Thermolysis of spiro[β-lactam-4,2′-oxadiazolines] 1 in the

Spiro-fused β-lactam oxadiazolines by formal cycloaddition of 2-imino-Δ3-1,3,4-oxadiazolines to ketenes

Sixteen spiro-fused β-lactam oxadiazolines were prepared by treatment of 2-imino-Δ3-1,3,4-oxadiazolines with carboxylic acid chlorides in the presence of triethylamine.Two others were prepared by methylation of β-lactam oxadiazoline anion equivalents with methyl iodide.Isomer ratios, spectra, stereochemistry, and relative thermodynamic stabilities of a pair of diastereomeric β-lactam oxadiazolines are reported.Three cases of failure of the approach are noted, to define some of the limitations.The oxadiazolines are known to undergo thermolysis, in solution, to afford N2, a ketone, and a β-lactam-4-ylidene.Phenyl substitution at C5 of the oxadiazoline ring serves to decrease the thermolysis temperature by about 50 deg C but it also leads to the onset of a side reaction that lowers the yield of ylidene.This observation indicates a limitation of the oxadiazoline approach to the generation of β-lactam-4-ylidene.

β-Lactam-4-ylidenes

β-Lactam-4-ylidenes, generated by thermolysis of easily accessible spiro-fused β-lactam oxadiazolines, are trapped in typical intramolecular and intermolecular carbene reactions.