104886-18-2

Upstream product

• 13797-13-2 α-(p-nitrophenyl)-β-(N-piperidyl)propionic aicd 
• 104-03-0 4-nitrobenzeneacetic acid 
• 28042-27-5 α-Methylene-4-nitrobenzeneacetic acid methyl ester 
• 51747-44-5 α-(p-nitrophenyl)acrylic acid 
• 111751-78-1 2-(4-Nitro-phenyl)-3-pyrrol-1-yl-propionic acid methyl ester 

Downstream Products

• 104886-06-8 C₁₆H₁₆N₂O₆ 
• 111752-05-7 C₁₈H₂₀N₂O₆ 
• 104886-09-1 1-diazo-3-(4'-nitrophenyl)-4-(pyrrol-1-yl)-2-butanone 
• 104886-14-8 5,6-dihydro-6-(4'-nitrophenyl)-7(8H)-indolizinone 

Relevant academic research and scientific papers

Intramolecular Carbenoid Reactions of Pyrrole Derivatives. A Total Synthesis of (+/-)-Ipalbidine

A mew method for alkaloid synthesis is described.The rhodium(II)-acetate-catalyzed decomposition of 3-(4-acetoxyphenyl)-1-diazo-4-(pyrrol-1-yl)-2-butanone (5d) gave 6-(4-acetoxyphenyl)-5,6-dihydro-7(8H)-indolizinone (6d) in 82percent yield via an intramolecular carbenoid reaction.The latter compound was converted in four steps in 13percent overall yield to (+/-)-ipalbidine (1b).

COMPETITIVE INTRAMOLECULAR CARBENOID REACTIONS OF PYRROLE DERIVATIVES

Rhodium(II) acetate-catalyzed decomposition of 1-diazo-3-phenyl-4-(pyrrol-1-yl)-butan-2-one and its p-methoxy derivative resulted in their intramolecular cyclization to form the 6-phenyl-5,6-dihydroindolizin-7(8H)-ones and 1-(pyrrol-1-yl)methylindan-3-ones as major and minor products respectively in high yields (77-89percent).The p-nitrophenyldiazo compound cyclized exclusively to the 5,6-dihydroindolizin-7(8H)-one in 76percent yield.