2,2-dimethyl-propionic acid 1-{2-[1-(2,2-dimethyl-propionyloxy)-3-phenyl- prop-2-ynyl]-phenyl}-3-phenyl-prop-2-ynyl ester | 1113009-64-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2,2-dimethyl-propionic acid 1-{2-[1-(2,2-dimethyl-propionyloxy)-3-phenyl- prop-2-ynyl]-phenyl}-3-phenyl-prop-2-ynyl ester
• 英文别名: 1,2-phenylenebis(3-phenylprop-2-yne-1,1-diyl) bis(2,2-dimethylpropanoate)；2,2-dimethyl-propionic acid 1-{2-[1-(2,2-dimethyl-propionyloxy)-3-phenyl-prop-2-ynyl]-phenyl}-3-phenyl-prop-2-ynyl ester
• CAS: 1113009-64-5
• 化学式: C₃₄H₃₄O₄
• 分子量: 506.642
• InChiKey: WIBKXYXWRLMVMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.05
• 重原子数：
  38.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-propionic acid 1-{2-[1-(2,2-dimethyl-propionyloxy)-3-phenyl- prop-2-ynyl]-phenyl}-3-phenyl-prop-2-ynyl ester 在 palladium diacetate 、 三溴化磷 、 三(邻甲基苯基)磷 作用下， 以 二甲基亚砜 、 甲苯 为溶剂， 反应 7.0h， 生成 (E)-ethyl3-(12-phenyltetracen-5-yl)acrylate
  参考文献：
  名称：

  PBr₃-Mediated Cyclization of 1,7-Diyn-3,6-bis(propargyl carbonate)s: Synthesis of 5-Bromotetracenes

  摘要：

  A new and straightforward method for the synthesis of 5-bromotetracenes through PBr3-mediated cyclization of 1,7-diyn-3,6-bis(propargyl carbonate)s has been developed. This method offers several advantages such as easily accessible starting materials, high efficiency, and wide functional group compatibility. In addition, chloro- and iodo-substituted tetracenes were also synthesized using appropriate halogenating reagents. The utility of the 5-bromotetracene products has been illustrated by their efficient transformations through various palladium-catalyzed cross-coupling reactions.

  DOI：

  10.1021/acs.joc.7b01519
• 作为产物：
  描述：

  邻苯二甲醛 在 4-二甲氨基吡啶 、 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 6.5h， 生成 2,2-dimethyl-propionic acid 1-{2-[1-(2,2-dimethyl-propionyloxy)-3-phenyl- prop-2-ynyl]-phenyl}-3-phenyl-prop-2-ynyl ester
  参考文献：
  名称：

  PBr₃-Mediated Cyclization of 1,7-Diyn-3,6-bis(propargyl carbonate)s: Synthesis of 5-Bromotetracenes

  摘要：

  A new and straightforward method for the synthesis of 5-bromotetracenes through PBr3-mediated cyclization of 1,7-diyn-3,6-bis(propargyl carbonate)s has been developed. This method offers several advantages such as easily accessible starting materials, high efficiency, and wide functional group compatibility. In addition, chloro- and iodo-substituted tetracenes were also synthesized using appropriate halogenating reagents. The utility of the 5-bromotetracene products has been illustrated by their efficient transformations through various palladium-catalyzed cross-coupling reactions.

  DOI：

  10.1021/acs.joc.7b01519

文献信息

• Highly Efficient Brønsted Acid-Catalyzed Cycloisomerizations of Alkynes Bearing Bis(acetoxy) Groups to Indenyl Ketones
  作者：Yuanhong Liu、Shaolin Zhou、Guijie Li、Bin Yan、Shenghai Guo、Yebing Zhou、Hao Zhang、Peng George Wang

  DOI：10.1002/adsc.200800037

  日期：2008.4.7

  A Brønsted acid-catalyzed cycloisomerization of functionalized alkynes is described, which is assumed to be initiated through the formation of a benzylic cation intermediate. The reaction offers a highly efficient and straightforward route to indenyl ketones with a wide range of substituents under mild conditions.

  描述了布朗斯台德酸催化的官能化炔烃的环异构化，假定它是通过形成苄基阳离子中间体而引发的。该反应在温和条件下提供了一种高效，直接的途径，以制备具有广泛取代基的茚基酮。