7-azido-6,6-dimethyl-3-perfluoropropyl-1-phenyl-6,7-dihydro-1H-indazol-4(5H)-one | 1373316-19-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 7-azido-6,6-dimethyl-3-perfluoropropyl-1-phenyl-6,7-dihydro-1H-indazol-4(5H)-one
• CAS: 1373316-19-8
• 化学式: C₁₈H₁₄F₇N₅O
• 分子量: 449.331
• InChiKey: FDBFXFHHQIMBEL-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  7-azido-6,6-dimethyl-3-perfluoropropyl-1-phenyl-6,7-dihydro-1H-indazol-4(5H)-one 、 3-丁炔-1-醇 在 copper(ll) sulfate pentahydrate 、 铜 作用下， 以 水 、 叔丁醇 为溶剂， 反应 18.0h， 以75%的产率得到7-[4-(2-hydroxyethyl)-1H-1,2,3-triazol-1-yl]-6,6-dimethyl-3-perfluoropropyl-1-phenyl-6,7-dihydro-1H-indazol-4(5H)-one
  参考文献：
  名称：

  Regioselective synthesis of polyfluoroalkyl-substituted 7-(1H-1,2,3-triazol-1-yl)-6,7-dihydro-1H-indazol-4(5H)-ones

  摘要：

  3-Polyfluoroalkyl-6,6-dimethyl-7-(1H-1,2,3-triazol-1-yl)-6,7-dihydro-1H-indazol-4(5H)-ones were synthesized with high regioselectivity by 1,3-dipolar cycloaddition of terminal alkynes (phenylacetylene, hex-1-yne, hept-1-yne, and but-3-yn-1-ol) to 7-azido-6,6-dimethyl-3-polyfluoroalkyl-6,7-dihydro-1H-indazol-4(5H)-ones which were prepared by bromination of 6,6-dimethyl-3-polyfluoroalkyl-6,7-dihydro-1H-indazol-4(5H)-ones with N-bromosuccinimide in anhydrous carbon tetrachloride, followed by treatment of the corresponding 7-bromo derivatives with sodium azide.

  DOI：

  10.1134/s1070428012030128
• 作为产物：
  描述：

  7-bromo-6,6-dimethyl-3-perfluoropropyl-1-phenyl-6,7-dihydro-1H-indazol-4(5H)-one 在 sodium azide 作用下， 以 水 、 丙酮 为溶剂， 反应 48.0h， 以81%的产率得到7-azido-6,6-dimethyl-3-perfluoropropyl-1-phenyl-6,7-dihydro-1H-indazol-4(5H)-one
  参考文献：
  名称：

  Regioselective synthesis of polyfluoroalkyl-substituted 7-(1H-1,2,3-triazol-1-yl)-6,7-dihydro-1H-indazol-4(5H)-ones

  摘要：

  3-Polyfluoroalkyl-6,6-dimethyl-7-(1H-1,2,3-triazol-1-yl)-6,7-dihydro-1H-indazol-4(5H)-ones were synthesized with high regioselectivity by 1,3-dipolar cycloaddition of terminal alkynes (phenylacetylene, hex-1-yne, hept-1-yne, and but-3-yn-1-ol) to 7-azido-6,6-dimethyl-3-polyfluoroalkyl-6,7-dihydro-1H-indazol-4(5H)-ones which were prepared by bromination of 6,6-dimethyl-3-polyfluoroalkyl-6,7-dihydro-1H-indazol-4(5H)-ones with N-bromosuccinimide in anhydrous carbon tetrachloride, followed by treatment of the corresponding 7-bromo derivatives with sodium azide.

  DOI：

  10.1134/s1070428012030128