2-methoxy-6-(propyn-1-yl)phenylboronic acid | 1138509-38-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-methoxy-6-(propyn-1-yl)phenylboronic acid
• 英文别名: (2-Methoxy-6-(prop-1-yn-1-yl)phenyl)boronic acid；(2-methoxy-6-prop-1-ynylphenyl)boronic acid
• CAS: 1138509-38-2
• 化学式: C₁₀H₁₁BO₃
• 分子量: 190.007
• InChiKey: GCCZXKOGYYIWMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.25
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methoxy-6-(propyn-1-yl)phenylboronic acid 、 2-(naphthalen-1-yl)-3-(propyn-1-yl)phenyl trifluoromethanesulfonate 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 20.0h， 以35%的产率得到1-(2'-methoxy-3,6'-di(propyn-1-yl)biphenyl-2-yl)naphthalene
  参考文献：
  名称：

  Synthesis of Hexahelicene and 1-Methoxyhexahelicene via Cycloisomerization of Biphenylyl-Naphthalene Derivatives

  摘要：

  [GRAPHICS]The new approach provides nonphotochemical syntheses of helicenes based on the easy, convergent, and modular assembly of key biphenylyl-naphthalenes and their platinum-catalyzed double cycloisomerization. This sequence of reactions provides a synthetic route to helicenes in two steps from simply accessible building blocks. Furthermore, the method enables the introduction of substituents into the hexahelicene skeleton. The strategy developed is exemplified by the synthesis of 6,10-dimethylhexahelicene and 1-methoxy-6,10-dimethylhexahelicene.

  DOI：

  10.1021/jo900077j
• 作为产物：
  描述：

  在 盐酸 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 1.0h， 以8.0 g的产率得到2-methoxy-6-(propyn-1-yl)phenylboronic acid
  参考文献：
  名称：

  Synthesis of Hexahelicene and 1-Methoxyhexahelicene via Cycloisomerization of Biphenylyl-Naphthalene Derivatives

  摘要：

  [GRAPHICS]The new approach provides nonphotochemical syntheses of helicenes based on the easy, convergent, and modular assembly of key biphenylyl-naphthalenes and their platinum-catalyzed double cycloisomerization. This sequence of reactions provides a synthetic route to helicenes in two steps from simply accessible building blocks. Furthermore, the method enables the introduction of substituents into the hexahelicene skeleton. The strategy developed is exemplified by the synthesis of 6,10-dimethylhexahelicene and 1-methoxy-6,10-dimethylhexahelicene.

  DOI：

  10.1021/jo900077j

文献信息

• Synthesis of Hexahelicene and 1-Methoxyhexahelicene via Cycloisomerization of Biphenylyl-Naphthalene Derivatives
  作者：Jan Storch、Jan Sýkora、Jan Čermák、Jindřich Karban、Ivana Císařová、Aleš Růžička

  DOI：10.1021/jo900077j

  日期：2009.4.17

  [GRAPHICS]The new approach provides nonphotochemical syntheses of helicenes based on the easy, convergent, and modular assembly of key biphenylyl-naphthalenes and their platinum-catalyzed double cycloisomerization. This sequence of reactions provides a synthetic route to helicenes in two steps from simply accessible building blocks. Furthermore, the method enables the introduction of substituents into the hexahelicene skeleton. The strategy developed is exemplified by the synthesis of 6,10-dimethylhexahelicene and 1-methoxy-6,10-dimethylhexahelicene.