38664-17-4Relevant articles and documents
Competing Knorr and Fischer-Fink pathways to pyrroles in neutral aqueous solution
Chandrashaker, Vanampally,Taniguchi, Masahiko,Ptaszek, Marcin,Lindsey, Jonathan S.
scheme or table, p. 6957 - 6967 (2012/09/07)
A proposed chemical model for the prebiogenesis of tetrapyrrole macrocycles relies on the condensation of a 3-alkyl-substituted 2,4-diketone and an α-aminoketone to form a pyrrole equipped for subsequent self-condensation leading to porphyrinogens. The co
Reaction of some diketones with 5-aminolevulinic acid in acid solution
Butler,George
, p. 7017 - 7026 (2007/10/02)
Some 2,4-diketones react with 5-aminolevulinic acid in acid solution to form pyrroles. There are two modes of cyclisation, one leading to the Knorr and the other to the Fischer-Fink product. By a consideration of the products obtained from pentane-, hexane-, 3-methylpentane-, 3-isopropylpentane-, 3,3-dimethylpentane-, 1,1,1-trifluoropentane- 1,1,1,5,5,5-hexafluoro- pentane-2,4-dione and ethyl acetoacetate some generalisations concerning the formation of Knorr and Fischer-Fink products have been made. The reactions of 5-methyl-5-aminolevulinic acid with pentane- and 3-methylpentane-2,4-dione have also been examined. The relevance of these studies to the cyclic dimerisation of 5-aminolevulinic acid is discussed briefly.