4.4 Article

Synthesis of 2-aryl-2H-tetrazoles via a regioselective [3+2] cycloaddition reaction

Journal

TETRAHEDRON LETTERS
Volume 57, Issue 14, Pages 1597-1599

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2016.02.102

Keywords

[3+2] cycloaddition; Silver catalysis; Trimethylsilyldiazomethane; 2H-Tetrazole

Funding

  1. National Institutes of Health, National Institute on Drug Abuse Grant [P01DA033622]
  2. [1S10OD010603-01A1]

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A regioselective cycloaddition reaction of arenediazonium salts with trimethylsilyldiazomethane is reported. A series of 2-aryltetrazoles were obtained in good to moderate yields with wide functional group compatibility. Furthermore, this cycloaddition reaction opens the way to build up the versatile intermediate 2-aryl-5-bromotetrazole. (C) 2016 Elsevier Ltd. All rights reserved.

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