(E)-5-chloro-1'-(3-(4-chlorophenyl)allyl)spiro[indoline-3,4'-piperidin]-2-one | 1258864-73-1

• 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: (E)-5-chloro-1'-(3-(4-chlorophenyl)allyl)spiro[indoline-3,4'-piperidin]-2-one
• CAS: 1258864-73-1
• 化学式: C₂₁H₂₀Cl₂N₂O
• 分子量: 387.309
• InChiKey: UUSNUBKJSYBVLT-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.99
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  32.34
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-5-chloro-1'-(3-(4-chlorophenyl)allyl)spiro[indoline-3,4'-piperidin]-2-one 在 劳森试剂 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 12.0h， 以25%的产率得到(E)-5-chloro-1'-(3-(4-chlorophenyl)allyl)spiro[indoline-3,4'-piperidin]-2-thione
  参考文献：
  名称：

  Palladium-catalyzed domino Heck/cyanation: synthesis of 3-cyanomethyloxindoles and their conversion to spirooxoindoles

  摘要：

  3'-Alkyl-3-cyanomethyloxindoles, prepared by a palladium-catalyzed domino Heck/cyanation, were efficiently converted to spiropyrrolidinyl-, spiropiperidinyl- and spirocyclopropyl-oxindoles. The so-obtained spirooxindoles bearing three diversity points were further functionalized via selective N-acylation, N-alkylation, N-sulfonylation, SNAr reaction and Buchwald-Hartwig N-arylation reaction to reach diverse set of heterocycles. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.056
• 作为产物：
  描述：

  (E)-5-chloro-1'-(3-(4-chlorophenyl)allyl)-1-((2-(trimethylsilyl)ethoxy)methyl)spiro[indoline-3,4'-piperidin]-2-one 在 二甲基氯化铝 、 三乙胺 作用下， 以 正己烷 、 二氯甲烷 、 甲醇 为溶剂， 反应 120.0h， 以72%的产率得到(E)-5-chloro-1'-(3-(4-chlorophenyl)allyl)spiro[indoline-3,4'-piperidin]-2-one
  参考文献：
  名称：

  Palladium-catalyzed domino Heck/cyanation: synthesis of 3-cyanomethyloxindoles and their conversion to spirooxoindoles

  摘要：

  3'-Alkyl-3-cyanomethyloxindoles, prepared by a palladium-catalyzed domino Heck/cyanation, were efficiently converted to spiropyrrolidinyl-, spiropiperidinyl- and spirocyclopropyl-oxindoles. The so-obtained spirooxindoles bearing three diversity points were further functionalized via selective N-acylation, N-alkylation, N-sulfonylation, SNAr reaction and Buchwald-Hartwig N-arylation reaction to reach diverse set of heterocycles. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.056