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Unexpected Cyclization of Tritylamines Promoted by Copper Salt through CH and CN Bond Cleavages to Produce Acridine Derivatives
Authors:Ryosuke Morioka  Dr. Koji Hirano  Prof. Dr. Tetsuya Satoh  Prof. Dr. Masahiro Miura
Affiliation:1. Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565‐0871 (Japan);2. JST, ACT‐C, 4‐1‐8 Honcho, Kawaguchi, Saitama 332‐0012 (Japan)
Abstract:Herein, we demonstrate that tritylamines undergo an unprecedented copper‐mediated cyclization involving the cleavages of two C?H bonds and one C?N bond to give 9‐arylacridine derivatives. This kind of acridines is of interest due to their biological properties and their unique optical and electro‐ and photochemical properties. Some of obtained acridine derivatives exhibit intense fluorescence in the solid state.
Keywords:C  H activation  copper  cyclization  dehydrogenation  nitrogen heterocycles
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