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A Convenient Regiospecific Synthesis of New Conjugated Tetrazole Derivatives via the Reaction of Dienones with the Tetrachlorosilane-Sodium Azide Reagent and their NMR Structural Assignment

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Summary.

 Several new 1-aryl-, aralkyl-, and heteroaryl-5-(4-phenylbuta-1,3-dienyl)tetrazole derivatives and annulated tetrazole derivatives were efficiently and regiospecifically prepared in nearly quantitative yield via a facile one step reaction of dienones with a combination of tetrachlorosilane and sodium azide in acetonitrile under mild conditions. A complete structure assignment of three representative examples of the tetrazoles was achieved by advanced 2D NMR measurements including COSY, TOCSY, HSQC, HMBC, NOESY, and ROESY experiments.

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Authors and Affiliations

  1. Chemistry Department, Faculty of Science, Mansoura University, 35516-Mansoura, Egypt, , , , , , EG

    Tarek A. Salama, Abdel-Aziz S. El-Ahl, Abdel-Galil M. Khalil, Margret M. Girges & Saad S. Elmorsy

  2. Institute of Chemistry, Johannes Kepler University, A-4040 Linz, Austria, , , , , , AT

    Tarek A. Salama, Bernd Lackner & Christian Steindl

Authors
  1. Tarek A. Salama
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  2. Abdel-Aziz S. El-Ahl
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  3. Abdel-Galil M. Khalil
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  4. Margret M. Girges
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  5. Bernd Lackner
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  6. Christian Steindl
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  7. Saad S. Elmorsy
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Corresponding author

Correspondence to Tarek A. Salama.

Additional information

Received March 17, 2003; accepted March 18, 2003 Published online July 28, 2003

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Salama, T., El-Ahl, AA., Khalil, AG. et al. A Convenient Regiospecific Synthesis of New Conjugated Tetrazole Derivatives via the Reaction of Dienones with the Tetrachlorosilane-Sodium Azide Reagent and their NMR Structural Assignment. Monatshefte für Chemie 134, 1241–1252 (2003). https://doi.org/10.1007/s00706-003-0045-x

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  • DOI: https://doi.org/10.1007/s00706-003-0045-x

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