4.7 Article

Switchable Synthesis of 3-Substituted 1H-Indazoles and 3,3-Disubstituted 3H-Indazole-3-phosphonates Tuned by Phosphoryl Groups

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 3, Pages 1591-1597

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b02857

Keywords

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Funding

  1. National Science Foundation of China [21472151]
  2. Fundamental Research Funds for the Central Universities [XDJK2015C102, SWU114078]
  3. China Postdoctoral Science Foundation [2015M582494]

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3-Alkyl/aryl-1H-indazoles and 3-alkyl/aryl-3H-indazole-3-phosphonates were synthesized efficiently through a 1,3-dipolar cycloaddition reaction between a-substituted alpha-diazomethyl-phosphonates and arynes under simple reaction conditions. The product distribution was controlled by the phosphoryl group, which acted both as a tuning group and a traceless group in the reaction.

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