Synthesis of naphthoxindoles,anthraoxindoles and phenanthrofuranones from arynes |
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| Institution: | 1. Department of Chemistry, Innovative Drug Research Center, Shanghai University, Shanghai 200444, China;2. Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China;1. Key Laboratory of Systems Bioengineering (Ministry of Education), School of Chemical Engineering and Technology, Tianjin University, Tianjin 300350, PR China;2. College of Chemistry, Nankai University, Tianjin 300071, PR China;1. Department of Chemistry and Biomolecular Science, Faculty of Engineering, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan;2. Department of Life Science, Tokyo Institute of Technology, Yokohama 226-8501, Japan;1. College of Chemistry and Chemical Engineering, Shaanxi University of Science and Technology, Xi''an, 710021, China;2. Shaaxi Key Laboratory of Chemical Additives for Industry, Shaanxi University of Science and Technology, Xi''an, 710021, China |
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| Abstract: | An efficient process for the synthesis of naphthoxindoles, anthraoxindoles and phenanthrofuranones by Diels−Alder reactions and dehydrogenation aromatization reactions of benzyne or naphthyne with methyleneindolinones or methylenebenzofuranones in good yields. The photophysical, redox, and thermal properties of oxadisilole fused naphthoxindoles and anthraoxindoles have been determined. This compounds show potential applications for organic light-emitting materials due to their high fluorescence quantum yields and thermal stabilities. |
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| Keywords: | Arynes Methyleneindolinones Methylenebenzofuranones Naphthoxindoles Anthraoxindoles Phenanthrofuranones |
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