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Synthesis of Fused Tertazole- and Imidazole Derivatives via Iodocyclization.

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Author

Summary, in English

The possibility to prepare fused tetrazole- and imidazole derivatives by iodocyclization in moderate to excellent yields is demonstrated. In some examples the cyclizations were not following Baldwin's rules entirely, i.e. exo-selectivity. Nucleophilic substitution of the formed iodides gave different results depending on the hardness of the nucleophile. Thus, elimination of the iodide could be a problem but a substitution reaction with ethyl potassium xanthate and a radical reaction using acrylonitrile were tolerated. In addition, we showed that it is possible to selectively use three iodo substituents individually in one of the fused imidazole derivatives.

Publishing year

2003

Language

English

Pages

6759-6769

Publication/Series

Tetrahedron

Volume

59

Issue

35

Document type

Journal article

Publisher

Elsevier

Topic

  • Organic Chemistry

Status

Published

Research group

  • Chemical Biology and Therapeutics

ISBN/ISSN/Other

  • ISSN: 0040-4020