3-amino-1'-butyl-1-(4-chlorobenzoyl)-5'-methyl-2'-oxo-1,6,7,8,9,9a-hexahydrospiro[benzo[7]annulene-2,3'-indoline]-4-carbonitrile | 1572928-91-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-amino-1'-butyl-1-(4-chlorobenzoyl)-5'-methyl-2'-oxo-1,6,7,8,9,9a-hexahydrospiro[benzo[7]annulene-2,3'-indoline]-4-carbonitrile
• CAS: 1572928-91-6
• 化学式: C₃₁H₃₂ClN₃O₂
• 分子量: 514.067
• InChiKey: GDNGIGCPXXWECN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  37.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  87.19
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  cycloheptylidene-malononitrile 、 1-butyl-3-(2-(4-chlorophenyl)-2-oxoethylidene)-5-methylindolin-2-one 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以80%的产率得到3-amino-1'-butyl-1-(4-chlorobenzoyl)-5'-methyl-2'-oxo-1,6,7,8,9,9a-hexahydrospiro[benzo[7]annulene-2,3'-indoline]-4-carbonitrile
  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