1'-diphenylacety-3,3-diphenyl-1-chlorophenylspiro[azetidine-4,3'-indoline]-2,2'-dione

• 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: 1'-diphenylacety-3,3-diphenyl-1-chlorophenylspiro[azetidine-4,3'-indoline]-2,2'-dione
• 英文别名: 1-(4-Chlorophenyl)-1'-(2,2-diphenylacetyl)-3,3-diphenylspiro[azetidine-4,3'-indole]-2,2'-dione
• 化学式: C₄₂H₂₉ClN₂O₃
• 分子量: 645.157
• InChiKey: IBDPTJIWXUCJGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  48
• 可旋转键数：
  6
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  57.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,3-diphenyl-1-chlorophenylspiro[azetidine-4,3'-indoline]-2,2'-dione 、 二苯基乙酰氯 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 0.5h， 以60%的产率得到1'-diphenylacety-3,3-diphenyl-1-chlorophenylspiro[azetidine-4,3'-indoline]-2,2'-dione
  参考文献：
  名称：

  High Nucleophilicity of Cyclic Amidocarbene toward Aryl Isocyanates, New Approach to Spiro[azetidinone-4,3‘-indolinone] Derivatives

  摘要：

  The nucleophilic addition of beta-lactam-4-ylidenes 2, a type of ambiphilic cyclic amidocarbene, to aryl isocyanates has been studied and their application in organic synthesis has been demonstrated. Thermolysis of spiro[beta-lactam-4,2'-oxadiazolines] 1 in the presence of aryl isocyanates afforded both N-lactam and O-lactam substituted spiro[azetidine-2-one-4,3'-indole-2'-one] derivatives 5 and 6 in the total yield of 65-86%. Upon hydrolysis, products 5 and 6 were converted into spiro[azetidine-2-one-4,3'-indole-2'-one] 9 that was analogous to known biologically active compounds.

  DOI：

  10.1021/jo060265h

文献信息

• Singh, G. S.; Singh, T.; Lakhan, R., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1997, vol. 36, # 10, p. 951 - 954
  作者：Singh, G. S.、Singh, T.、Lakhan, R.

  DOI：——

  日期：——
• High Nucleophilicity of Cyclic Amidocarbene toward Aryl Isocyanates, New Approach to Spiro[azetidinone-4,3‘-indolinone] Derivatives
  作者：Ying Cheng、Bo Wang、Lan-Qing Cheng

  DOI：10.1021/jo060265h

  日期：2006.6.1

  The nucleophilic addition of beta-lactam-4-ylidenes 2, a type of ambiphilic cyclic amidocarbene, to aryl isocyanates has been studied and their application in organic synthesis has been demonstrated. Thermolysis of spiro[beta-lactam-4,2'-oxadiazolines] 1 in the presence of aryl isocyanates afforded both N-lactam and O-lactam substituted spiro[azetidine-2-one-4,3'-indole-2'-one] derivatives 5 and 6 in the total yield of 65-86%. Upon hydrolysis, products 5 and 6 were converted into spiro[azetidine-2-one-4,3'-indole-2'-one] 9 that was analogous to known biologically active compounds.