Synthesis and cyclization reactions of novel benzo[a]phenazine- and phenoxazine-5-ones derivatives

Abstract

In the present study we reported the cyclization reactions of 2-(alkylthio)-1,4-naphthoquinones to 6-(alkylthio) benzo[ a] phenazine-and phenoxazin-5-ones derivatives 5a-c and 7b-c, respectively and their structural studies. The reactions of 2-(alkylthio)-3-chloro-1,4-naphthoquinone 3a-c with phenyl-1,2-diamine 4 and 2-aminophenol 6 in ethanol in the presence of sodium carbonate (Na2CO3) were investigated. All new compounds were characterized on the basis of nuclear magnetic resonance spectroscopy (H-1-and C-13-NMR), mass spectrometry (MS), and fourier transform infrared spectroscopy (FT-IR). A probable mechanism for the formation of all reaction products was presented and detailed spectroscopic data of all compounds were given.