A facile synthesis of tetracyclic benzo-pyridonaphthyridines by domino reaction

作者:Basetti Vishnu; Pallepati Rangarao; Hosahalli Subramanya; Potluri Vijay*
来源:Tetrahedron Letters, 2013, 54(15): 2014-2017.
DOI:10.1016/j.tetlet.2013.02.016

摘要

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 degrees 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 beta-carbon of the enamine group in 9a-m and terminated by the elimination of dimethylamine.

  • 出版日期2013-4-10