ChemInform Abstract: REACTION OF CERAMIDONINES (9H‐NAPHTH(3,2,1‐KL)ACRIDIN‐9‐ONES) WITH POTASSIUM CYANIDE

Abstract

Die Keramidonine (I) reagieren mit KCN, das in seiner Nucleophilität den aliphatischen Aminen ähnlich ist, vorwiegend unter Bildung der 8‐Cyanokeramidonine (II).

Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds: Synthetic Routes, Properties, and Applications

“…More recently, ceramidonines (e.g., 127.11 and 127.13 ) were obtained by direct benzyne cycloadditions to 1-aminoanthraquinone 127.9 . The requisite benzyne intermediates were generated from o -(trimethylsilyl)­phenyl triflate 127.10 by Rogness and Larock and from 5-arylthianthrenium perchlorates (e.g., 127.12 ) by Kim et al The reactivity of ceramidonines in electrophilic and nucleophilic substitutions was investigated, with a range of reagents being explored, such as amines, − active methylene compounds, arylsulfinic acids, alkoxides, potassium cyanide, and thiophenols . Functionalized ceramidonines containing s -triazine and sulfonamide groups were developed for use in dyeing.…”