3-(2,6-Dimethylphenyl)-5-fluoro-1,3-dihydroindol-2-one | 1426306-74-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-(2,6-Dimethylphenyl)-5-fluoro-1,3-dihydroindol-2-one
• 英文别名: 3-(2,6-dimethylphenyl)-5-fluoro-1,3-dihydroindol-2-one
• CAS: 1426306-74-2
• 化学式: C₁₆H₁₄FNO
• 分子量: 255.292
• InChiKey: VLISINOZBQCZHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-氟吲哚-2-酮 、 2-氯-1,3-二甲苯 在 C₃₁H₄₃Cl₂N₄Pd 、 potassium tert-butylate 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以92%的产率得到3-(2,6-Dimethylphenyl)-5-fluoro-1,3-dihydroindol-2-one
  参考文献：
  名称：

  N-Heterocyclic Carbene-Palladium(II)-1-Methylimidazole Complex Catalyzed α-Arylation of Oxindoles with Aryl Chlorides and Aerobic Oxidation of the Products in a One-Pot Procedure

  摘要：

  NHC-Pd(II)-Im complex 1 was found to be an effective catalyst for the alpha-arylation of unprotected oxindoles with aryl chlorides to give products 4 in 44-98% yields under a N-2 atmosphere. Furthermore, if the reactions were first performed under conditions identical to those for the alpha-arylation reaction for 12 hand then exposed to air for another 3 h, 3-aryl-3-hydroxy-2-oxindoles 5 can be obtained in 49-84% yields In a one-pot procedure.

  DOI：

  10.1021/ol400186b

文献信息

• <i>N</i>-Heterocyclic Carbene-Palladium(II)-1-Methylimidazole Complex Catalyzed α-Arylation of Oxindoles with Aryl Chlorides and Aerobic Oxidation of the Products in a One-Pot Procedure
  作者：Zheng-Kang Xiao、Hui-Ying Yin、Li-Xiong Shao

  DOI：10.1021/ol400186b

  日期：2013.3.15

  NHC-Pd(II)-Im complex 1 was found to be an effective catalyst for the alpha-arylation of unprotected oxindoles with aryl chlorides to give products 4 in 44-98% yields under a N-2 atmosphere. Furthermore, if the reactions were first performed under conditions identical to those for the alpha-arylation reaction for 12 hand then exposed to air for another 3 h, 3-aryl-3-hydroxy-2-oxindoles 5 can be obtained in 49-84% yields In a one-pot procedure.