THE PILOTY-ROBINSON REACTION OF N-SUBSTITUTED PIPERIDIN-4-ONE AZINES. A NOVEL ROUTE FOR THE SYNTHESIS OF 3,6-DIAZACARBAZOLE
DOI:
https://doi.org/10.1007/1517Keywords:
8-aza-γ-carboline, 2', 3a', 4', 5', 6', 7'-hexahydrospiro[piperidine-4, 3'-pyrazolo[4, 3-c]pyridines], 3, 6-diazacarbazole, 5H-pyrrolo[3, 2-c, 4, 5-c'']dipyridine, Piloty-Robinson synthesis of pyrroles, [3, 3] sigmatropic rearrangementAbstract
The possibility of preparing 1,2,3,4,6,7,8,9-octahydro-5H-pyrrolo[3,2-c:4,5-c']dipyridines using the Piloty-Robinson reaction has been studied under various conditions. A novel method is proposed for the
synthesis of the aromatic 3,6-diazacarbazole (5H-pyrrolo[3,2-c:4,5-c']dipyridine) from 2,8-dibenzoyl-1,2,3,4,6,7,8,9-octahydro-5H-pyrrolo[3,2-c:4,5-c']dipyridine obtained for the first time by the Piloty-Robinson method under thermal conditions.
Authors: R. S. Alekseyev, A. V. Kurkin, and M. A. Yurovskaya
English Translation in Chemistry of Heterocyclic Compounds, 2011, 47 (5), pp 584-596
