Dimethyl 4-(5-fluoro-2-oxo-1,3-dihydroindol-3-yl)-5-(4-methylphenyl)-1-(2-phenylethyl)pyrrole-2,3-dicarboxylate | 1397285-99-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: Dimethyl 4-(5-fluoro-2-oxo-1,3-dihydroindol-3-yl)-5-(4-methylphenyl)-1-(2-phenylethyl)pyrrole-2,3-dicarboxylate
• 英文别名: dimethyl 4-(5-fluoro-2-oxo-1,3-dihydroindol-3-yl)-5-(4-methylphenyl)-1-(2-phenylethyl)pyrrole-2,3-dicarboxylate
• CAS: 1397285-99-2
• 化学式: C₃₁H₂₇FN₂O₅
• 分子量: 526.564
• InChiKey: YQUGBJCNQALFGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  86.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-fluoro-3-(2-oxo-2-(p-tolyl)ethylidene)indolin-2-one 、 2-苯乙胺 、 丁炔二酸二甲酯 在 溶剂黄146 作用下， 反应 36.0h， 以81%的产率得到Dimethyl 4-(5-fluoro-2-oxo-1,3-dihydroindol-3-yl)-5-(4-methylphenyl)-1-(2-phenylethyl)pyrrole-2,3-dicarboxylate
  参考文献：
  名称：

  Efficient synthesis of pentasubstituted pyrroles via one-pot reactions of arylamines, acetylenedicarboxylates, and 3-phenacylideneoxindoles

  摘要：

  An efficient synthetic method for the pentasubstituted pyrroles was successfully developed via the one-pot domino reactions of arylamines, acetylenedicarboxylates, and 3-phenacylideneoxindoles. The reaction mechanism involved the sequential Michael addition and ring closure of the in situ generated beta-active enamino ester. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.056

文献信息

• Efficient synthesis of pentasubstituted pyrroles via one-pot reactions of arylamines, acetylenedicarboxylates, and 3-phenacylideneoxindoles
  作者：Ying Han、Yan Sun、Jing Sun、Chao-Guo Yan

  DOI：10.1016/j.tet.2012.07.056

  日期：2012.9

  An efficient synthetic method for the pentasubstituted pyrroles was successfully developed via the one-pot domino reactions of arylamines, acetylenedicarboxylates, and 3-phenacylideneoxindoles. The reaction mechanism involved the sequential Michael addition and ring closure of the in situ generated beta-active enamino ester. (C) 2012 Elsevier Ltd. All rights reserved.