diethyl 2-(1-(4-methoxybenzyl)-2-oxoindolin-3-ylidene)malonate | 1269701-38-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: diethyl 2-(1-(4-methoxybenzyl)-2-oxoindolin-3-ylidene)malonate
• CAS: 1269701-38-3
• 化学式: C₂₃H₂₃NO₆
• 分子量: 409.439
• InChiKey: MCVJETLWKMVTBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.12
• 重原子数：
  30.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  82.14
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2,3-丁二烯酸乙酯 、 diethyl 2-(1-(4-methoxybenzyl)-2-oxoindolin-3-ylidene)malonate 在 4-二甲氨基吡啶 作用下， 以 甲苯 为溶剂， 以58%的产率得到diethyl (Z)-2-(2-ethoxy-2-oxoethylidene)-9-(4-methoxybenzyl)-2,3-dihydropyrano[2,3-b]indole-4,4(9H)-dicarboxylate
  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