The synthesis of benzoquinolines and benzoquinolinones via Friedländer-type condensation of aminonaphthalene carbaldehydes with (1) primary or secondary alcohols mediated by urea/KOH or with (2) diketones or b-ketoesters is described. The behavior of naphthalene derivatives in the Friedländer annulation, resulted in the formation of Friedländer or non-Friedländer products, is also presented. Graphical abstract

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The synthesis of acyl N-Boc-1-and N-Boc-2-naphthylamines and their transformation into alkyl substituted benzoquinazolines and benzoquinazolinones through the reaction with formamide or potassium cyanate in the presence of ammonium acetate is described. Presented acyl derivatives were obtained from the reactions of the corresponding lithiated N-Boc naphthylamines with various acetylating agents like AcCl, Ac2O, AcOEt, PivCl, i PrCOCl and also Wienreb amides. Biological screening of the potential cytotoxicity on the HT29 cell line and lymphocytes were demonstrated for some benzoquinazoline derivatives.