96994-24-0

Upstream product

• 96994-27-3 4-iodo-1-isopropyl-2,2-dimethyl-1H-pyrrol-3(2H)-one 
• 96994-26-2 4-bromo-1-isopropyl-2,2-dimethyl-1H-pyrrol-3(2H)-one 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 93394-39-9 1-isopropyl-2,2-dimethyl-1H-pyrrol-3(2H)-one 

Relevant academic research and scientific papers

3-Hydroxypyrroles and 1H-Pyrrol-3(2H)-ones. Part 8. Reactions of 1-Isopropyl-2,2-dimethyl-1H-pyrrol-3(2H)-one with Electrophiles

Reaction of the pyrrolone (2) with N-, C-, and halogen-electrophiles takes place at the 4-position to give the azo compounds (3)-(5), the 'methylene Meldrum's' derivative (12) and the halogeno derivatives (16)-(18).Reductive cleavage of the azo compound (5) gives a convenient route to the 4-aminopyrrolone (7), which may be diazotized and coupled with 2-naphthol.Decomposition of the Meldrum's derivative (12) with base leads to the malonates (13) and (14) and acrylate (15).Deuterium exchange at the 5-position takes place when the halogeno compounds (16)-(18) are treated with methoxide in methanol: the 5-anion is thought to be an intermediate.Protodehalogenation of the 4-bromo- and 4-iodo-derivatives (17) and (18) occurs on treatment with triphenylphosphine.