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Orthoamide und Iminiumsalze, CII. Umsetzungen eines Orthoamids der Phenylpropiolsäure mit tertiären CH-aciden Verbindungen

Orthoamides and iminium salts, CII. Reactions of an orthoamide derivative of phenylpropiolic acid with tertiary CH-acidic compounds
  • Willi Kantlehner EMAIL logo , Hansjörg Lehmann , Markus Vettel and Wolfgang Frey

Abstract

The orthoamide derivative of phenylpropiolic acid reacts with tertiary CH-acidic compounds as alkylmalonic acid dialkylesters under formation of 1,1-diamino-allenes wich rearrange to give 2-alkoxycarbonyl-1,1-diamino-1,3-butadienes by migration of an alkoxycarbonyl group. Perchloric acid transforms these butadienes to amidinium perchlorates. The crystal structure of an amidinium perchlorate derived from cinnamic acid has been determined.


Corresponding author: Willi Kantlehner, Abteilung Technische Organische Synthesechemie und Katalyseforschung, Institut für Angewandte Forschung, Hochschule Aalen, Beethovenstr. 1, D-73430 Aalen, Germany; Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, Germany, E-mail:

Orthoamide und Iminiumsalze CI, see ref. [1].


Funding source: MWK Baden-Württemberg

  1. Author contribution: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: MWK Baden-Württemberg

  3. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

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Received: 2020-05-05
Accepted: 2020-08-10
Published Online: 2020-11-02
Published in Print: 2020-11-26

© 2020 Walter de Gruyter GmbH, Berlin/Boston

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