11-羟基-6,11-二氢-二苯并[B，E]氧杂环丁烷-2-羧酸甲酯 | 882041-45-4

• 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
• 中文名称: 11-羟基-6,11-二氢-二苯并[B，E]氧杂环丁烷-2-羧酸甲酯
• 英文名称: 1'-Methyl-spiro[furan-2(3H),3'-[3H]indol]-2'(1'H)-one
• 英文别名: 1'-methylspiro[3H-furan-2,3'-indole]-2'-one
• CAS: 882041-45-4
• 化学式: C₁₂H₁₁NO₂
• 分子量: 201.225
• InChiKey: OJIMVYDNMAUOFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-allyl-3-hydroxy-1-methylindolin-2-one 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 14.0h， 生成 11-羟基-6,11-二氢-二苯并[B，E]氧杂环丁烷-2-羧酸甲酯
  参考文献：
  名称：

  Efficient Entry to Diversely Functionalized Spirocyclic Oxindoles from Isatins through Carbonyl-Addition/Cyclization Reaction Sequences

  摘要：

  A novel approach to diversely functionalized spirocyclic oxindoles has been developed by using different metal-mediated carbonyl-addition/cyclization reaction sequences. Spirocyclization precursors, 2-indolinonetethered homoallylic alcohols, (buta-1,3-dien-2-yl)methanols, and alpha-allenols have been obtained by regioselective addition of stabilized organoindium reagents to isatins in aqueous environment. Ruthenium-, silver-, and palladium-catalyzed reactions of the above unsaturated alcohol derivatives provided oxaspiro oxindoles.

  DOI：

  10.1021/jo0525027

文献信息

• Efficient Entry to Diversely Functionalized Spirocyclic Oxindoles from Isatins through Carbonyl-Addition/Cyclization Reaction Sequences
  作者：Benito Alcaide、Pedro Almendros、Raquel Rodríguez-Acebes

  DOI：10.1021/jo0525027

  日期：2006.3.1

  A novel approach to diversely functionalized spirocyclic oxindoles has been developed by using different metal-mediated carbonyl-addition/cyclization reaction sequences. Spirocyclization precursors, 2-indolinonetethered homoallylic alcohols, (buta-1,3-dien-2-yl)methanols, and alpha-allenols have been obtained by regioselective addition of stabilized organoindium reagents to isatins in aqueous environment. Ruthenium-, silver-, and palladium-catalyzed reactions of the above unsaturated alcohol derivatives provided oxaspiro oxindoles.