875629-06-4

Upstream product

• 100-42-5 styrene 
• 1352447-97-2 4-phenyl-1-azetidin-2-thione 
• 368-39-8 triethyloxonium fluoroborate 
• 5661-55-2 4-phenylazetidin-2-one 

Downstream Products

• 1352447-87-0 5-ethylthio-2,3-dibutyl-7-phenyl-1-azabicyclo[3.2.0]hept-2-en-4-one 
• 1352447-82-5 5-ethylthio-2,3,7-triphenyl-1-azabicyclo[3.2.0]hept-2-en-4-one 
• 1352447-95-0 2-(2-azidophenyl)-5-ethylthio-7-phenyl-4,1,3-oxadiazabicyclo[3.2.0]hept-2-ene 

Relevant academic research and scientific papers

Pyridines from azabicyclo[3.2.0]hept-2-en-4-ones through a proposed azacyclopentadienone

Pyridines have been formed by heating azabicyclo[3.2.0]hept-2-en-4-ones in toluene. The generation of a 3-azacyclopentadienone intermediate via a [2 + 2]-cycloreversion is proposed as the key step. A Diels-Alder reaction of a styrene, extrusion of carbon monoxide, and loss of hydrogen then gives the pyridine. The process parallels the well-known synthesis of benzenes from cyclopentadienones. The azabicyclo[3.2.0]hept-2-en-4-ones were synthesized from the reaction between readily available cyclopropenones and 1-azetines, in which the cyclopropenones behave as all-carbon 1,3-dipolar equivalents.