9-O-tert-butyl 4-O,4-O'-diethyl (2Z)-2-(2-ethoxy-2-oxoethylidene)-3H-pyrano[2,3-b]indole-4,4,9-tricarboxylate | 1269701-82-7

• 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: 9-O-tert-butyl 4-O,4-O'-diethyl (2Z)-2-(2-ethoxy-2-oxoethylidene)-3H-pyrano[2,3-b]indole-4,4,9-tricarboxylate
• CAS: 1269701-82-7
• 化学式: C₂₆H₃₁NO₉
• 分子量: 501.533
• InChiKey: CPIJCJKARMSDEA-PEZBUJJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  119
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  diethyl (2,3-dihydro-2-oxo-3-indolylidene)propanedioate 在 4-二甲氨基吡啶 作用下， 以 乙二醇乙醚 、 甲苯 为溶剂， 反应 1.0h， 生成 9-(tert-butyl) 4,4-diethyl (E)-2-(2-ethoxy-2-oxoethylidene)-2,3-dihydropyrano[2,3-b]indole-4,4,9-tricarboxylate 、 9-O-tert-butyl 4-O,4-O'-diethyl (2Z)-2-(2-ethoxy-2-oxoethylidene)-3H-pyrano[2,3-b]indole-4,4,9-tricarboxylate
  参考文献：
  名称：

  Phosphine- and Nitrogen-Containing Lewis Base Catalyzed Highly Regioselective and Geometric Selective Cyclization of Isatin Derived Electron-Deficient Alkenes with Ethyl 2,3-Butadienoate

  摘要：

  An interesting phosphine-containing Lewis base catalyzed highly regioselective [3 + 2] cycloaddition and a novel nitrogen-containing Lewis base catalyzed highly geometric selective [4 + 2] cycloaddition of isatin derived alpha,beta-unsaturated diesters with alpha-allenic ester have been disclosed to give the corresponding cyclic products in good to excellent yields under mild conditions. A plausible reaction mechanism has also been proposed on the basis of previous literature and our own investigation.

  DOI：

  10.1021/ol1031798

文献信息

• Phosphine- and Nitrogen-Containing Lewis Base Catalyzed Highly Regioselective and Geometric Selective Cyclization of Isatin Derived Electron-Deficient Alkenes with Ethyl 2,3-Butadienoate
  作者：Xiu-Chun Zhang、Shu-Hua Cao、Yin Wei、Min Shi

  DOI：10.1021/ol1031798

  日期：2011.3.4

  An interesting phosphine-containing Lewis base catalyzed highly regioselective [3 + 2] cycloaddition and a novel nitrogen-containing Lewis base catalyzed highly geometric selective [4 + 2] cycloaddition of isatin derived alpha,beta-unsaturated diesters with alpha-allenic ester have been disclosed to give the corresponding cyclic products in good to excellent yields under mild conditions. A plausible reaction mechanism has also been proposed on the basis of previous literature and our own investigation.