1-benzyl-3-ethyl-5,6-dihydro-1H-indol-2(4H)-one | 1215092-51-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: 1-benzyl-3-ethyl-5,6-dihydro-1H-indol-2(4H)-one
• CAS: 1215092-51-5
• 化学式: C₁₇H₁₉NO
• 分子量: 253.344
• InChiKey: ZLEFEERMFURSIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  20.31
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  1-benzyl-3,4-dichloro-3-ethylhexahydro-1H-indol-2(3H)-one 、 sodium methylate 以 甲醇 、 乙醚 为溶剂， 反应 4.0h， 以46%的产率得到rac-(4R,7aR)-1-benzyl-3-ethyl-4-methoxy-5,6,7,7a-tetrahydro-1H-indol-2(4H)-one
  参考文献：
  名称：

  Functional rearrangement of 3-Cl or 3,3-diCl-γ-lactams bearing a secondary 1-chloroalkyl substituent at C-4

  摘要：

  The study of the reaction with MeONa/MeOH of chlorinated gamma-lactams. prepared from the atom transfer radical cyclization of N-allyl-alpha-perchloroamides, has been extended to the case of substiates carrying an exo halogen atom on a branched carbon Only with secondary exo C-Cl groups, that are not located on a fused ring, does the functional rearrangement follow the typical transformation route, Which With trichloro-lactams can proceed further to give 4-alkylidene derivatives From a practical point of view, the outcome of the reaction with di- or trichloio N-cinnamylamides is synthetically valuable, affording the 5-methoxy-IH-pyrrol-2(5H)-one or 3-benzylidenepyrrlidine-2.5-dione. respectively. in good to excellent yield (C) 2009 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2009.11.111