2-<3-Iod-4-methoxy-phenyl>-7-methoxy-chromen-4-on | 15837-61-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 2-<3-Iod-4-methoxy-phenyl>-7-methoxy-chromen-4-on
• 英文别名: 3'-Iod-4',7-dimethoxy-flavon；3'-iodo-4',7-dimethoxyflavone；2-(3-iodo-4-methoxy-phenyl)-7-methoxy-chromen-4-one；2-(3-Iodo-4-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one；2-(3-iodo-4-methoxyphenyl)-7-methoxychromen-4-one
• CAS: 15837-61-3
• 化学式: C₁₇H₁₃IO₄
• 分子量: 408.192
• InChiKey: OUDWXPZHTKEPOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-<3-Iod-4-methoxy-phenyl>-7-methoxy-chromen-4-on 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 1-(4',7-dimethoxyisoflavon-3'-yl)-2-(4''',7''-dimethoxyflavon-3'''-yl)ethyne
  参考文献：
  名称：

  Synthesis of New Biheterocycles by a One-Pot Sonogashira Coupling Reaction

  摘要：

  Halogenated flavones, isoflavones and indoles were subjected to a one-pot Sonogashira coupling reaction to generate a series of new biheterocyclic compounds. The methodology can be readily adapted to the synthesis of a wide variety of substituted biheterocycles.

  DOI：

  10.3987/com-10-s(e)100
• 作为产物：
  描述：

  2'-hydroxy-3-iodo-4,4'-dimethoxychalcone 在 碘 作用下， 以 二甲基亚砜 为溶剂， 反应 0.75h， 以95%的产率得到2-<3-Iod-4-methoxy-phenyl>-7-methoxy-chromen-4-on
  参考文献：
  名称：

  Synthesis of New Biheterocycles by a One-Pot Sonogashira Coupling Reaction

  摘要：

  Halogenated flavones, isoflavones and indoles were subjected to a one-pot Sonogashira coupling reaction to generate a series of new biheterocyclic compounds. The methodology can be readily adapted to the synthesis of a wide variety of substituted biheterocycles.

  DOI：

  10.3987/com-10-s(e)100

文献信息

• Synthesis of gem-difluoromethylenated biflavonoid via the Suzuki coupling reaction
  作者：Xing Zheng、Wei-Dong Meng、Feng-Ling Qing

  DOI：10.1016/j.tetlet.2004.08.180

  日期：2004.10

  gem-Difluoromethylenated biflavonoid 1 was synthesized via the Suzuki coupling reaction. The key intermediate 6-iodonated flavone 4 was regioselectively synthesized by the use of AgOAc/I2 under mild conditions without handling of a strongly toxic reagent. The key step was the formation of a flavone 3′-boronate 3 using a palladium-catalyzed exchange of the corresponding 3′-iodonated flavone with a diboron

  通过Suzuki偶联反应合成了宝石-二氟甲基化的双黄酮1。通过在温和条件下使用AgOAc / I 2选择性地合成关键的中间体6-碘化黄酮4，而无需使用强毒性试剂。关键步骤是使用钯催化的相应3'-碘化黄酮与二硼试剂的交换，形成黄酮3'-硼酸酯3。
• Synthesis of New Biheterocycles by a One-Pot Sonogashira Coupling Reaction
  作者：David StC Black、Naresh Kumar、Mandar Deodhar

  DOI：10.3987/com-10-s(e)100

  日期：——

  Halogenated flavones, isoflavones and indoles were subjected to a one-pot Sonogashira coupling reaction to generate a series of new biheterocyclic compounds. The methodology can be readily adapted to the synthesis of a wide variety of substituted biheterocycles.