3-[3-(三氟甲基)苯基]悉尼酮 | 26537-62-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-[3-(三氟甲基)苯基]悉尼酮
• 英文名称: 3-(3-trifluoromethylphenyl)sydnone
• 英文别名: 3-trifluoromethylphenyl sydnone；Sydnone, 3-[3-(trifluoromethyl)phenyl]-；3-[3-(trifluoromethyl)phenyl]oxadiazol-3-ium-5-olate
• CAS: 26537-62-2
• 化学式: C₉H₅F₃N₂O₂
• 分子量: 230.146
• InChiKey: JJYUHHXTXJWKHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  53
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-[3-(三氟甲基)苯基]悉尼酮 在 N-碘代丁二酰亚胺 作用下， 以 溶剂黄146 为溶剂， 反应 4.0h， 以76%的产率得到3-(3-trifluoromethylphenyl)-4-iodosydnone
  参考文献：
  名称：

  Improved Method for the Iodination of Sydnones

  摘要：

  Iodination at the sydnone C-4 position has been achieved in good yields for a series of 3-arylsydnones using N-iodosuccinimide in acetic acid. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resources: Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.779713

文献信息

• Room-Temperature Direct Alkenylation of 3-Arylsydnones
  作者：Yiwen Yang、Chunxiang Kuang

  DOI：10.1002/ejoc.201403211

  日期：2014.12

  A new efficient method for the direct alkenylation of 3-arylsydnones by palladium-catalyzed C–H functionalization was developed. The reaction proceeded smoothly at room temperature and delivered the product in yields up to 83 %.

  开发了一种通过钯催化的 C-H 官能化直接烯基化 3-芳基sydnones 的新方法。反应在室温下顺利进行，产物产率高达83%。
• Periselective addition of mesoionic compounds to tetracyanoethylene. Preparation of [(dicyanovinyl)hydrazono]malononitriles
  作者：Howard C. Berk、John E. Franz

  DOI：10.1021/jo01328a013

  日期：1979.7
• Facile Synthesis of 1-Arylpyrazoles
  作者：Yiwen Yang、Chunxiang Kuang

  DOI：10.1055/s-0034-1380658

  日期：——

  A convenient and transition-metal-free synthesis of 1-arylpyrazoles that involves the cycloaddition of 3-arylsydnones and acrylic acid is presented. The process proceeds smoothly to obtain the target products with moderate to high yields.
• Improved Method for the Iodination of Sydnones
  作者：Daniel C. Brown、Kenneth Turnbull

  DOI：10.1080/00397911.2013.779713

  日期：2013.12.2

  Iodination at the sydnone C-4 position has been achieved in good yields for a series of 3-arylsydnones using N-iodosuccinimide in acetic acid. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resources: Full experimental and spectral details.]