Abstract:
5-Oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-b]pyridine-3-carboxylic acids were prepared by three-component condensation of 3-aminopyrroles, (het)aromatic aldehydes and Meldrum's acid. The labile intermediate 3-aminopyrrole derivative was generated in situ by regioselective (at 2-position) decarboxylation of 3-aminopyrrole-2,4-dicarboxylic acid.
Document Type:
Article
Language: English
Citation:
B. V. Lichitsky, A. A. Dudinov, A. N. Komogortsev, M. M. Krayushkin, “Synthesis of 5-oxo-4,5,6,7-tetrahydro-1H-pyrrolo-[3,2-b]pyridine-3-carboxylic acids by three-component condensation of 3-aminopyrrole derivatives”, Mendeleev Commun., 20:5 (2010), 255–256
Linking options:
https://www.mathnet.ru/eng/mendc3056
https://www.mathnet.ru/eng/mendc/v20/i5/p255
This publication is cited in the following 7 articles:
Daniel Könning, Jörg Swatschek, Multicomponent Reactions, 2015, 416
B. V. Lichitskii, A. O. Osipov, A. N. Komogortsev, A. A. Dudinov, M. M. Krayushkin, “Multi-component condensation of 4-hydroxy-6-methyl-1H-pyridin-2-one with carbonyl compounds and Meldrum's acid”, Russ Chem Bull, 63:2 (2014), 457
B. V. Lichitsky, R. M. Belyi, A. N. Komogortsev, A. A. Dudinov, M. M. Krayushkin, “Three-component condensation of 3-aminothiophene derivatives with isatines and Meldrum's acid. Synthesis of 2,5′-dioxo-3′-phenyl-5′,6′-dihydro-4′H-spiro[indoline-3,7′-thieno[3,2-b]pyridine]-2′-carboxylic acids”, Russ Chem Bull, 62:4 (2013), 1026
A. N. Komogortsev, B. V. Lichitsky, A. A. Dudinov, K. S. Krylov, A. M. Bogacheva, O. I. Kobeleva, V. A. Barachevskiǐ, M. M. Krayushkin, “Three-component condensation of iminoazolidines with aldehydes and 5-aminopyrazole”, Mendeleev Commun., 23:4 (2013), 222–223
B. V. Lichitsky, A. N. Komogortsev, A. A. Dudinov, M. M. Krayushkin, “Three-component condensation of 5-aminoimidazole derivatives with aldehydes and Meldrum's acid. Synthesis of 3,4,6,7-tetrahydroimidazo[4,5-b]pyridin-5-ones”, Russ Chem Bull, 61:8 (2012), 1591
Boris V. Lichitsky, Arkady A. Dudinov, Andrey N. Komogortsev, Mikhail M. Krayushkin, “ChemInform Abstract: Synthesis of 5‐Oxo‐4,5,6,7‐tetrahydro‐1H‐pyrrolo[3,2‐b]pyridine‐3‐carboxylic Acids by Three‐Component Condensation of 3‐Aminopyrrole Derivatives.”, ChemInform, 42:8 (2011)