ChemInform Abstract: Antitumor Polycyclic Acridines. Part 3. A Two‐Step Conversion of 9‐Azidoacridine to 7H‐Pyrido[4,3,2‐kl]acridines by Graebe—Ullmann Thermolysis of Substituted 9‐(1,2,3‐Triazol‐1‐yl)acridines.

Abstract

Antitumor Polycyclic Acridines. Part 3. A Two-Step Conversion of 9-Azidoacridine to 3,acridines by Graebe-Ullmann Thermolysis of Substituted 9-(1,2,3-Triazol-1-yl)acridines. -1,3-Dipolar cycloaddition of 9-azidoacridines (I) with substituted alkynes (II) provides regioisomeric 9-triazolylacridines (III) and (IV), in general, which undergo Graebe-Ullmann fragmentation furnishing pyridoacridines [cf. (V), (VI)]. The pentacyclic acridinium salt (VII) derived from the thermolysis of the triazole derivative (IVe) shows a broad spectrum of inhibitory effects against human tumor cells in vitro. -(HAGAN, D. J.; CHAN, D.; SCHWALBE, C. H.; STEVENS, M. F. G.; J. Chem. Soc., Perkin Trans. 1 [old] (1998) 5, 915-923; Dep. Pharm. Sci., Univ. Nottingham, Nottingham NG7 2RD, UK; EN)