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Anomalous dehydration of 2-phenylindole-3-carboxamide to 2-phenylindole-3-carbonitrile by lithium aluminum hydride

Anomale Dehydratisierung von 2-Phenylindol-3-carbonsäureamid zu 2-Phenyl-indol-3-carbonitril mit Lithiumaluminiumhydrid (Kurze Mitteilung)

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  • Organische Chemie Und Biochemie
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Abstract

Steric factors have been shown to be responsible for the anomalous dehydration of 2-phenylindole-3-carboxamide (1) to 2-phenylindole-3-carbonitrile (3) by lithium aluminum hydride. This steric effect was also reflected in the reactions of 2-phenylindole (4) and its derivatives.

Zusammenfassung

Es wird gezeigt, daß für die anomale Dehydratisierung von 2-Phenylindol-3-carbonsäureamid (1) zum entsprechenden Nitril3 durch Lithiumaluminiumhydrid sterische Faktoren verantwortlich sind. Dieser sterische Effekt zeigt sich auch bei Reaktionen von 2-Phenylindol (4) und seiner Derivate.

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Authors and Affiliations

  1. Research Institute, The University of Dayton, 45469, Dayton, OH, USA

    Tonson Abraham

  2. Air Force Materials Laboratory, Wright-Patterson Air Force Base, 45433, OH, USA

    Albert J. Sicree

Authors
  1. Tonson Abraham
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  2. Albert J. Sicree
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Abraham, T., Sicree, A.J. Anomalous dehydration of 2-phenylindole-3-carboxamide to 2-phenylindole-3-carbonitrile by lithium aluminum hydride. Monatsh Chem 113, 1063–1066 (1982). https://doi.org/10.1007/BF00799248

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  • DOI: https://doi.org/10.1007/BF00799248

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