2-benzylidene-5-bromo-1H-indene-1,3-(2H)-dione | 27611-08-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-benzylidene-5-bromo-1H-indene-1,3-(2H)-dione
• 英文别名: 2-Benzyliden-1,3-indandion
• CAS: 27611-08-1
• 化学式: C₁₆H₉BrO₂
• 分子量: 313.15
• InChiKey: WNXIBFTYLCUARZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.91
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-benzylidene-5-bromo-1H-indene-1,3-(2H)-dione 、 在 三乙烯二胺 作用下， 以 氯仿 为溶剂， 反应 12.0h， 以40%的产率得到methyl 5′-bromo-3-(2-ethoxy-2-oxoethyl)-2-phenyl-1′,3′-dioxo-1′,3′-dihydrospiro[cyclohexane-1,2′-indene]-2,4-diene-5-carboxylate
  参考文献：
  名称：

  DABCO-Catalyzed [4 + 2] Annulation of 5-Methylenehex-2-ynedioates with Electron-Deficient Alkenes

  摘要：

  DOI：

  10.1021/acs.joc.1c03159

文献信息

• Copper-Catalyzed Intermolecular Cyclization between Oximes and Alkenes: A Facile Access to Spiropyrrolines
  作者：Bo Zhao、Hong-Wen Liang、Jie Yang、Zhen Yang、Ye Wei

  DOI：10.1021/acscatal.7b01876

  日期：2017.9.1

  A Cu-catalyzed protocol has been developed for the rapid construction of a wide spectrum of structurally interesting spiropyrroline skeletons. This method utilizes readily accessible ketoximes and alkenes as the starting materials and exhibits broad substrate scope and good functional group compatibility. Furthermore, the reaction can be applied for the late stage modification of bioactive pregnenolone derivatives. The mechanistic investigation suggests that the reactions proceed through a radical process.
• Substituent effect of 4-and 5-substituted 2-aryl-methylideneindane-1,3-diones on formation of 5-oxo-1H-4,5-dihydroindeno[1,2-b]pyridines
  作者：D. Muceniece、J. Popelis、V. Lūsis

  DOI：10.1007/s10593-008-0014-8

  日期：2008.1

  The ratio of dihydroindenopyridine regioisomers formed from ethyl beta-amino-crotonate and 4- or 5-monosubstituted 2-arylideneindane-1,3-dione depends on the total electronic and steric effects of the indanedione substituents.
• Direct difluoromethylation of 2-arylidenindan-1,3‑dione by photoredox-catalyzed radical addition
  作者：Jianli Zheng、Yanghao Wu、Dongdong Cao、Shaorui Song、Yuheng Yang、Ling Huang、Dingben Chen

  DOI：10.1016/j.jfluchem.2023.110090

  日期：2023.2