2-acetyl-2-ethoxycarbonyl-1-indanone | 122950-99-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-acetyl-2-ethoxycarbonyl-1-indanone
• 英文别名: ethyl 2-acetyl-3-oxo-1H-indene-2-carboxylate
• CAS: 122950-99-6
• 化学式: C₁₄H₁₄O₄
• 分子量: 246.263
• InChiKey: XHKACHXVFZSVPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  一氧化碳 、 ethyl α-acetyl-β-(2-iodobenzene)propanoate 在 bis-triphenylphosphine-palladium(II) chloride 、 三乙胺 作用下， 以 乙腈 为溶剂， 100.0 ℃ 、4.05 MPa 条件下， 以68%的产率得到2-acetyl-2-ethoxycarbonyl-1-indanone
  参考文献：
  名称：

  Catalytic generation and trapping of acylmetals containing Ni and Cu with enolates

  摘要：

  Carbonylative cyclization of iodoarenes and iodoalkenes containing a proximal enolate precursor can selectively provide either cyclic ketones or lactones in the presence of Ni or Cu catalysts via trapping of putative acylmetal derivatives with C-or O-enolates, respectively; the ring size and regioselectivity of the reaction may be predicted based on two generalizations derived from the recently developed corresponding Pd-catalyzed reaction. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10210-1

文献信息

• Palladium-catalyzed carbonylative cyclization via trapping of acylpalladium derivatives with internal enolates. Its scope and factors affecting the C-to-O ratio
  作者：El-ichi Negishi、Christophe Copéret、Takumichi Sugihara、Izumi Shimoyama、Yantao Zhang、Guangzhong Wu、James M. Tour

  DOI：10.1016/s0040-4020(01)80765-1

  日期：1994.1

  The Pd-catalyzed carbonylative cyclization reaction involving omega-acyl-substituted acylpalladium derivatives can proceed via intramolecular trapping with either C- or O-enolates; the preferential formation of either 5- or 6-membered rings dictates the C-to-O ratio in the trapping with enolates.
• Carbonylative cyclization via intramolecular trapping of acylmetal derivatives by carbon nucleophiles catalyzed by late transition metals
  作者：Eiichi Negishi、Yantao Zhang、Izumi Shimoyama、Guangzhong Wu

  DOI：10.1021/ja00202a055

  日期：1989.9
• NEGISHI, EI-ICHI;ZHANG, YANTAO;SHIMOYAMA, IZUMI;WU, GUANGZHONG, J. AMER. CHEM. SOC., 111,(1989) N0, C. 8018-8020
  作者：NEGISHI, EI-ICHI、ZHANG, YANTAO、SHIMOYAMA, IZUMI、WU, GUANGZHONG

  DOI：——

  日期：——