15966-85-5Relevant articles and documents
Synthesis and structure of 5-alkyl(aryl)pyrrol-2-ones
Egorova,Sedavkina,Timofeeva
, p. 550 - 553 (2001)
The animation of 4-oxoalkanoic acids and their esters by the action of ammonia and ammonium acetate leads to the formation of N-unsubstituted 5-alkyl(aryl)pyrrol-2-ones, which exist in solution in the form of a mixture of isomers in a ratio depending on the nature of the substituent at position 5 of the heterocycle.
Facile synthesis of 2-arylpyrroles from 4-oxo-butanoic acids and their use in the preparation of bis(pyrrolyl)methanes
Jones, David J.,Gibson, Vernon C.
, p. 1121 - 1138 (2007/10/03)
A range of 3-aroyl-propionic acids have been cyclised to unsaturated lactones which, upon reduction using DIBAL-H and reaction with an ammonia source, gave 2-arylpyrroles (Ar = Ph, 1-naphthyl, o-phenoxyphenyl and 4-methyl-2-methylsulfanylphenyl) in excellent yields. Reaction of 2,6-disubstituted aroylpropanals (Ar = 2,4,6-Me3C6H2, anthracenyl and 2-Me-naphthalen-1-yl) with an ammonia source failed to generate pyrroles. The arylpyrroles react readily with ketones or aldehydes in ethanol or under eutectic mix melt conditions to give bis-(pyrrolyl)methanes in excellent isolated yields.
