N-(2,4-dichlorophenyl)-N-methyl-3-phenylprop-2-ynamide | 1039396-42-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2,4-dichlorophenyl)-N-methyl-3-phenylprop-2-ynamide
• CAS: 1039396-42-3
• 化学式: C₁₆H₁₁Cl₂NO
• 分子量: 304.175
• InChiKey: HGFDTYCJCHLFPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(2,4-dichlorophenyl)-N-methyl-3-phenylprop-2-ynamide 、 碘苯二乙酸 在 palladium diacetate 三乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 8.0h， 以83%的产率得到5,7-dichloro-1-methyl-3-(diphenylmethylene)indolin-2-one
  参考文献：
  名称：

  Palladium-Catalyzed C−H Functionalization of N-Arylpropiolamides with Aryliodonium Salts: Selective Synthesis of 3-(1-Arylmethylene)oxindoles

  摘要：

  A selective and efficient method for the synthesis of 3-(1-arylmethylene)oxindoles by palladium-catalyzed C-H functionalization of anilides with aryliodonium salts has been developed. In the presence of Pd(OAc)(2) and Et3N, a variety of anilides underwent the reaction with aryliodonium salts to afford the corresponding 3-(1-arylmethylene)oxindoles in moderate to good yields. It is noteworthy that the reaction can be conducted providing moderate yields even without bases. The mechanism of the reaction was also discussed.

  DOI：

  10.1021/jo8008808

文献信息

• Palladium-Catalyzed C−H Functionalization of <i>N</i>-Arylpropiolamides with Aryliodonium Salts: Selective Synthesis of 3-(1-Arylmethylene)oxindoles
  作者：Shi Tang、Peng Peng、Ping Zhong、Jin-Heng Li

  DOI：10.1021/jo8008808

  日期：2008.7.1

  A selective and efficient method for the synthesis of 3-(1-arylmethylene)oxindoles by palladium-catalyzed C-H functionalization of anilides with aryliodonium salts has been developed. In the presence of Pd(OAc)(2) and Et3N, a variety of anilides underwent the reaction with aryliodonium salts to afford the corresponding 3-(1-arylmethylene)oxindoles in moderate to good yields. It is noteworthy that the reaction can be conducted providing moderate yields even without bases. The mechanism of the reaction was also discussed.