2-(2-(1-(1-butyl-5-chloro-2-oxoindolin-3-yl)-2-(4-methoxyphenyl)-2-oxoethyl)cyclohexylidene)malononitrile | 1572929-08-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2-(1-(1-butyl-5-chloro-2-oxoindolin-3-yl)-2-(4-methoxyphenyl)-2-oxoethyl)cyclohexylidene)malononitrile
• 英文别名: 2-[2-[1-(1-butyl-5-chloro-2-oxo-3H-indol-3-yl)-2-(4-methoxyphenyl)-2-oxoethyl]cyclohexylidene]propanedinitrile
• CAS: 1572929-08-8
• 化学式: C₃₀H₃₀ClN₃O₃
• 分子量: 516.04
• InChiKey: PFBASPBCBVKLKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  94.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-环己基亚己基丙二腈 、 1-n-butyl-5-chloro-3-(2-oxo-2-(p-methoxyphenyl)ethylidene)indolin-2-one 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以81%的产率得到2-(2-(1-(1-butyl-5-chloro-2-oxoindolin-3-yl)-2-(4-methoxyphenyl)-2-oxoethyl)cyclohexylidene)malononitrile
  参考文献：
  名称：

  Domino Reactions of Vinyl Malononitriles with 3-Phenacylideneoxindoles for Efficient Synthesis of Functionalized Spirocyclic Oxindoles

  摘要：

  The reactions of vinyl malononitriles with 3-phenacylideneoxindoles in ethanol in the presence of DBU as base resulted in the functionalized spirocyclic oxindoles through the domino Michael addition and intramolecular nucleophilic addition to cyano group. On the other hand, the similar reaction in the presence of piperidine as base afforded the simple Michael addition products in good yields. The stereochemistry of the spirocodndoles was established with H-1 NMR data and single crystal structures.

  DOI：

  10.1021/co500006c

文献信息

• Domino Reactions of Vinyl Malononitriles with 3-Phenacylideneoxindoles for Efficient Synthesis of Functionalized Spirocyclic Oxindoles
  作者：Ya-Jing Xie、Jing Sun、Chao-Guo Yan

  DOI：10.1021/co500006c

  日期：2014.6.9

  The reactions of vinyl malononitriles with 3-phenacylideneoxindoles in ethanol in the presence of DBU as base resulted in the functionalized spirocyclic oxindoles through the domino Michael addition and intramolecular nucleophilic addition to cyano group. On the other hand, the similar reaction in the presence of piperidine as base afforded the simple Michael addition products in good yields. The stereochemistry of the spirocodndoles was established with H-1 NMR data and single crystal structures.