USE OF THE GRAEBE-ULLMANN REACTION IN THE SYNTHESIS OF 8-METHYL-γ-CARBOLINE AND ISOMERIC AROMATIC AZA-γ-CARBOLINES
DOI:
https://doi.org/10.1007/1022Keywords:
6-, 7-, 8- and 9-aza-γ-carboline, 1, 2, 3, 6- and 4, 5-diazacarbazole, 8-methyl-γ-carboline, 8-methyl-5H-pyrido[4, 3-b]indole, 5H-pyrido[3', 4', 4, 5]pyrrolo[2, 3-c]pyridine, 5]pyrrolo[3, 2-c]pyridine, 2-b]pyridine, 9H-pyrido[3', 3-b]pyridine, 1H-1, 3-triazolo[4, 5-c]pyridine, 3H-1, 5-b]pyridine, Graebe-Ullmann reaction, microwave irradiation, paraffin, PPAAbstract
Two variants of the Graebe-Ullmann reaction were used to obtain 8-methyl-5H-pyrido[4,3-b]indole (8-methyl-γ-carboline) and the conditions for this reaction were optimized. The feasibility of using this method was studied for the synthesis of a series of isomeric aromatic aza-γ-carbolines from the corresponding 1-(pyridyl)-1H-1,2,3-triazolo[4,5-c]pyridines under thermal and microwave irradiation conditions.
Authors: R. S. Alekseev, A. V. Kurkin, and M. A. Yurovskaya
English Translation in Chemistry of Heterocyclic Compounds, 2012, 48 (8), pp 1235-1250
http://link.springer.com/article/10.1007/s10593-012-1127-7