butyl (E)-3-(benzo[b]thien-2-yl)-2-propenoate | 1014608-56-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: butyl (E)-3-(benzo[b]thien-2-yl)-2-propenoate
• 英文别名: butyl (E)-3-(1-benzothiophen-2-yl)prop-2-enoate
• CAS: 1014608-56-0
• 化学式: C₁₅H₁₆O₂S
• 分子量: 260.357
• InChiKey: HBWAAKDXHKWHDE-CMDGGOBGSA-N

物化性质

• 沸点：
  398.0±17.0 °C(Predicted)
• 密度：
  1.164±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  丙烯酸丁酯 、 苯并噻吩 在 吡啶 、 silver(I) acetate 、 palladium diacetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以84%的产率得到butyl (E)-3-(benzo[b]thien-2-yl)-2-propenoate
  参考文献：
  名称：

  Palladium-catalyzed alkenation of thiophenes and furans by regioselective C–H bond functionalization

  摘要：

  A palladium-catalyzed direct alkenation of thiophenes and furans has been developed in the presence of AgOAc and pyridine. A variety of olefinic substrates such as acrylates, acrylamides, and acrylonitrile can perform the direct oxidative coupling reactions with various thiophenes and furans to give the mono-alkenylated products in good yields. In most cases, the (E)-isomers were isolated as the major products. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.124

文献信息

• Regioselective C−H Functionalization Directed by a Removable Carboxyl Group:  Palladium-Catalyzed Vinylation at the Unusual Position of Indole and Related Heteroaromatic Rings
  作者：Atsushi Maehara、Hayato Tsurugi、Tetsuya Satoh、Masahiro Miura

  DOI：10.1021/ol8000602

  日期：2008.3.1

  The palladium-catalyzed oxidative vinylation of indole-3-carboxylic acids with alkenes effectively proceeds via directed C-H functionalization and decarboxylation to produce the corresponding 2-vinylated indoles. Similarly, pyrrole-, furan-, and thiophenecarboxylic acids also undergo decarboxylative vinylation.

  钯催化的吲哚-3-羧酸与烯烃的氧化乙烯基化反应可通过定向CH官能化和脱羧反应有效地进行，以生成相应的2-乙烯基化的吲哚。类似地，吡咯，呋喃和噻吩羧酸也经历脱羧乙烯基化。
• Palladium-catalyzed alkenation of thiophenes and furans by regioselective C–H bond functionalization
  作者：Jinlong Zhao、Lehao Huang、Kai Cheng、Yuhong Zhang

  DOI：10.1016/j.tetlet.2009.03.124

  日期：2009.6

  A palladium-catalyzed direct alkenation of thiophenes and furans has been developed in the presence of AgOAc and pyridine. A variety of olefinic substrates such as acrylates, acrylamides, and acrylonitrile can perform the direct oxidative coupling reactions with various thiophenes and furans to give the mono-alkenylated products in good yields. In most cases, the (E)-isomers were isolated as the major products. (C) 2009 Elsevier Ltd. All rights reserved.