A facile synthesis of tetracyclic benzo-pyridonaphthyridines by domino reaction

Autor: Subramanya Hosahalli, Rangarao Pallepati, Vishnu Basetti, Vijay Potluri
Rok vydání: 2013
Předmět:
Zdroj: Tetrahedron Letters. 54:2014-2017
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2013.02.016
Popis: A novel methodology for the synthesis of tetracyclic benzo-pyridonaphthyridines, forming a C–C and a C–N bond in concentrated sulfuric acid at 70 °C in a one-pot is reported. The key substrates (9a–m) are prepared by reacting 2-chloro-6-(4-fluorophenyl)-4-methylnicotinenitrile (7) with various anilines followed by dimethylformamide dimethylacetal. The domino reaction is initiated by the protonation of the β-carbon of the enamine group in 9a–m and terminated by the elimination of dimethylamine.
Databáze: OpenAIRE