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Über Dicyanmethylen-aminoindene,Indano-pyridazine und Indano-pyridine. Synthesen mit Nitrilen, 83. Mitt.
Authors:Hans Junek  Manfred Klade  Heinz Sterk
Institution:(1) Institut für Organische Chemie, Abteilung für Angewandte Organische Chemie, Karl-Franzens-Universität Graz, A-8010 Graz, Österreich
Abstract:Summary 1-Dicyanomethylene-3-indanone (1) shows a remarkable reactivity of the carbonyl- and the methylene-function towards nucleophiles. With anilines and phenylhydrazine, resp., the deep-red colored pentamethinecyanines2 and3 are formed, azocoupling leads to indano-pyridazines4. With diphenylformamidines anilinomethylene-indanones5 are obtained in a primary reaction, followed by ring closure and Dimroth-rearrangement to indano-pyridines6.13C- and15N-NMR-spectrocopy is used for confirmation of the structures.
Herrn Prof. Dr. J. Schurz zum 65. Geburtstag gewidmet
Keywords:1-Dicyanomethylene-3-indanone  1-Dicyanomethylene-3-phenylamino-2-indenes  Indano-(2  1-c)pyridazines  Phenylamino-indano-(2  1-c)pyridines
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