3-(hept-1-ynyl)-2,5-diphenylthiophene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 3-(hept-1-ynyl)-2,5-diphenylthiophene
• 英文别名: 3-Hept-1-ynyl-2,5-diphenylthiophene；3-hept-1-ynyl-2,5-diphenylthiophene
• 化学式: C₂₃H₂₂S
• 分子量: 330.494
• InChiKey: FVEAPDXFXFHGDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  [(1Z)-1-(butylsulfanyl)-4-phenylbut-1-en-3-yn-1-yl]benzene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 碘 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 24.08h， 生成 3-(hept-1-ynyl)-2,5-diphenylthiophene
  参考文献：
  名称：

  Synthesis of 3-iodothiophenes via iodocyclization of (Z)-thiobutenynes

  摘要：

  A simple synthesis of 3-iodothiophenes was demonstrated using a wide range of (Z)-thioenynes. The key step in the iodocyclofunctionalization was the selective reduction of the triple bond in (Z)-thioenynes by the addition of iodine as an electrophilic agent. The 3-iodothiophenes were obtained in good to excellent yields of 61-92%. The 3-iodothiophenes were used as substrates in Sonogashira cross-coupling reactions to obtain thiophene acetylenes. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.10.118

文献信息

• Synthesis of 3-iodothiophenes via iodocyclization of (Z)-thiobutenynes
  作者：Amanda S. Santana、Diego B. Carvalho、Nadla S. Cassemiro、Luiz H. Viana、Gabriela R. Hurtado、Marcos S. Amaral、Najla M. Kassab、Palimécio G. Guerrero、Sandro L. Barbosa、Miguel J. Dabdoub、Adriano C.M. Baroni

  DOI：10.1016/j.tetlet.2013.10.118

  日期：2014.1

  A simple synthesis of 3-iodothiophenes was demonstrated using a wide range of (Z)-thioenynes. The key step in the iodocyclofunctionalization was the selective reduction of the triple bond in (Z)-thioenynes by the addition of iodine as an electrophilic agent. The 3-iodothiophenes were obtained in good to excellent yields of 61-92%. The 3-iodothiophenes were used as substrates in Sonogashira cross-coupling reactions to obtain thiophene acetylenes. (C) 2013 Elsevier Ltd. All rights reserved.