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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| Authors: | Salama Tarek A El-Ahl Abdel-Aziz S Khalil Abdel-Galil M Girges Margret M Lackner Bernd Steindl Christian Elmorsy Saad S |
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| Institution: | (1) Chemistry Department, Faculty of Science, Mansoura University, 35516-Mansoura, Egypt, EG;(2) Institute of Chemistry, Johannes Kepler University, A-4040 Linz, Austria, AT |
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| Abstract: | 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.Received March 17, 2003; accepted March 18, 2003
Published online July 28, 2003 |
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| Keywords: | , Tetrachlorosilane, Sodium azide, Dienyltetrazoles, Synthesis, NMR spectroscopy, |
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