(5'Z)-5'-[chloro-(4-chlorophenyl)methylidene]-1-ethyl-4,5,6-trimethoxyspiro[indole-3,2'-thiophene]-2-one | 1386262-43-6

• 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: (5'Z)-5'-[chloro-(4-chlorophenyl)methylidene]-1-ethyl-4,5,6-trimethoxyspiro[indole-3,2'-thiophene]-2-one
• CAS: 1386262-43-6
• 化学式: C₂₃H₂₁Cl₂NO₄S
• 分子量: 478.396
• InChiKey: NLXJGRSXKNRSPI-ZPHPHTNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  73.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(4-chlorobenzyl)thiophene 在 sodium tetrahydroborate 、 potassium permanganate 、 磺酰氯 、 三乙胺 、 lithium chloride 、 copper dichloride 、 三氯氧磷 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 5.0h， 生成 (5'E)-5'-[chloro-(4-chlorophenyl)methylidene]-1-ethyl-4,5,6-trimethoxyspiro[indole-3,2'-thiophene]-2-one 、 (5'Z)-5'-[chloro-(4-chlorophenyl)methylidene]-1-ethyl-4,5,6-trimethoxyspiro[indole-3,2'-thiophene]-2-one
  参考文献：
  名称：

  Cu(II)-Promoted Transformations of α-Thienylcarbinols into Spirothienooxindoles: Regioselective Halogenation of Dienyl Sulfethers Containing Electron-Rich Aryl Rings

  摘要：

  Under the promotion of Cu(II) salts, the alpha-thienylcarbinols with an N-phenyl carbonyl group at the other alpha-position are converted into three different ranges of spirothienooxindoles involving dearomatizing Friedel-Crafts reaction. In addition, the unprecedented regioselective CuX2-mediated C-H functionalization/halogenation of dienyl sulfether containing electron-rich aryl rings is presented.

  DOI：

  10.1021/jo301039y

文献信息

• Cu(II)-Promoted Transformations of α-Thienylcarbinols into Spirothienooxindoles: Regioselective Halogenation of Dienyl Sulfethers Containing Electron-Rich Aryl Rings
  作者：Biaolin Yin、Li Huang、Xiaoyu Zhang、Fanghua Ji、Huanfeng Jiang

  DOI：10.1021/jo301039y

  日期：2012.7.20

  Under the promotion of Cu(II) salts, the alpha-thienylcarbinols with an N-phenyl carbonyl group at the other alpha-position are converted into three different ranges of spirothienooxindoles involving dearomatizing Friedel-Crafts reaction. In addition, the unprecedented regioselective CuX2-mediated C-H functionalization/halogenation of dienyl sulfether containing electron-rich aryl rings is presented.