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Licensed Unlicensed Requires Authentication Published by De Gruyter June 29, 2020

The reaction of imidazo[1,5-a]pyridines with ninhydrin revisited

  • Mustafa M. El-Abadelah , Firas F. Awwadi EMAIL logo , Ahmad H. Abdullah and Wolfgang Voelter EMAIL logo

Abstract

The synthesis of 2,2′-(Imidazo[1,5-a]pyridine-1,3-diyl)bis(2-hydroxy-1H-indene-1,3(2H)-dione) (11) is achieved by reaction of imidazo[1,5-a]pyridine (7) with two equivalents of ninhydrin (1) at room temperature. The structure of this new 1,3-bis-adduct 11 is evidenced from HRMS and NMR spectral data and confirmed by single-crystal X-ray crystallography. Employment of equimolar amounts of 1 and 7 gave a separable mixture of the respective 1- and 3-monomeric adducts (9, 10).


Corresponding author: Firas F. Awwadi, Department of Chemistry, Faculty of Science, The University of Jordan, Amman, 11942, Jordan, E-mail: ; and Wolfgang Voelter, InterfakultäresInstitut für Biochemie, Universität Tübingen, Hoppe-Seyler Straße 4, 72076Tübingen, Germany,

Funding source: Deanship of Scientific Research at The University of Jordan

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

  2. Research funding: We thank the Deanship of Scientific Research at The University of Jordan, Amman-Jordan, for financial support.

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

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Received: 2020-01-30
Accepted: 2020-04-24
Published Online: 2020-06-29
Published in Print: 2020-08-27

© 2020 Walter de Gruyter GmbH, Berlin/Boston

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