2-benzyloxy-6-iodobenzaldehyde | 1099614-93-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-benzyloxy-6-iodobenzaldehyde
• CAS: 1099614-93-3
• 化学式: C₁₄H₁₁IO₂
• 分子量: 338.145
• InChiKey: QCTNINGKQMMGQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.68
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-benzyloxy-6-iodobenzaldehyde 在 pyridinium chlorochromate 、 锌 作用下， 以 二氯甲烷 、 苯 为溶剂， 生成 ethyl 3-(2-benzyloxy-6-iodophenyl)-2-methyl-3-oxopropanoate
  参考文献：
  名称：

  Synthesis of Functionalized Alkylidene Indanes and Indanones through Tandem Phosphine–Palladium Catalysis

  摘要：

  Densely functionalized alkylidene indanes and indanones can be prepared efficiently in On pot, in high yields with good stereoselectivities (in some cases exclusively the Z-isomer), through a route involving phosphine-catalyzed Michael addition followed by palladium-catalyzed Heck cyclization. These transformations tolerate substrates bearing various substituents around the indane/indanone motif. Employing this technology, a concise formal synthesis of sulindac, nonsteroidal anti-inflammatory drug, has been established.

  DOI：

  10.1021/acs.orglett.5b00554
• 作为产物：
  描述：

  [2-(benzyloxy)-6-iodophenyl]methanol 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到2-benzyloxy-6-iodobenzaldehyde
  参考文献：
  名称：

  Synthesis of Functionalized Alkylidene Indanes and Indanones through Tandem Phosphine–Palladium Catalysis

  摘要：

  Densely functionalized alkylidene indanes and indanones can be prepared efficiently in On pot, in high yields with good stereoselectivities (in some cases exclusively the Z-isomer), through a route involving phosphine-catalyzed Michael addition followed by palladium-catalyzed Heck cyclization. These transformations tolerate substrates bearing various substituents around the indane/indanone motif. Employing this technology, a concise formal synthesis of sulindac, nonsteroidal anti-inflammatory drug, has been established.

  DOI：

  10.1021/acs.orglett.5b00554

文献信息

• Cobalt-Catalyzed Regioselective Synthesis of Indenamine from<i>o-</i>Iodobenzaldimine and Alkyne: Intriguing Difference to the Nickel-Catalyzed Reaction
  作者：Chuan-Che Liu、Rajendra Prasad Korivi、Chien-Hong Cheng

  DOI：10.1002/chem.200801457

  日期：2008.10.29