4.2 Article

1,3-DIPOLAR CYCLOADDITION OF PYRIDYNES AND AZIDES: CONCISE SYNTHESIS OF TRIAZOLOPYRIDINES

Journal

HETEROCYCLES
Volume 88, Issue 2, Pages 929-937

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-13-S(S)86

Keywords

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Funding

  1. JSPS [24790002, 23390001]
  2. MEXT, Japan [23105501, 25105701]
  3. Takeda Science Foundation
  4. Grants-in-Aid for Scientific Research [25105701, 24790002] Funding Source: KAKEN

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1,3-Dipolar cycloaddition of pyridynes and organic azides was investigated. Thus, 3,4-pyridynes and 2,3-pyridynes were reacted with various organic azides under mild conditions to afford the corresponding [1,2,3]triazolo[4,5-c]pyridines and [1,2,3]triazolo[4,5-b]pyridines, respectively. In the case of the reaction of 3,4-pyridyne, it was also found that a substituent on the pyridine ring affected the regioselectivity of the cycloaddition.

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