1-(3-fluorophenyl)-1-decyne

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(3-fluorophenyl)-1-decyne
• 英文别名: 1-Dec-1-ynyl-3-fluorobenzene；1-dec-1-ynyl-3-fluorobenzene
• 化学式: C₁₆H₂₁F
• 分子量: 232.341
• InChiKey: AELGTNDMICKHOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-癸炔 、 间氟碘苯 在 aluminum oxide 、 potassium fluoride copper(l) iodide 、 钯 、 三苯基膦 作用下， 反应 0.04h， 以96%的产率得到1-(3-fluorophenyl)-1-decyne
  参考文献：
  名称：

  Sonogashira coupling and cyclization reactions on alumina: a route to aryl alkynes, 2-substituted-benzo[b]furans and 2-substituted-indoles

  摘要：

  A solventless, microwave-enhanced Sonogashira coupling reaction of aromatic iodides with terminal alkynes on potassium fluoride doped alumina in the presence of palladium powder, cuprous iodide, and triphenylphosphine has been developed. The reaction can be utilized to prepare aryl alkynes in excellent yields. The coupling of o-iodophenol with terminal alkynes leads to the formation 2-substituted-benzo[b]furans. Whereas the coupling of o-iodoanilines with terminal alkynes generates indole products. An in situ desilylation reaction was also developed. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00774-8

文献信息

• Rapid microwave-enhanced, solventless Sonogashira coupling reaction on alumina
  作者：George W Kabalka、Lei Wang、Vasudevan Namboodiri、Richard M Pagni

  DOI：10.1016/s0040-4039(00)00774-7

  日期：2000.7

  A microwave-enhanced, solventless Sonogashira coupling reaction has been developed. Terminal alkynes couple with aryl or alkenyl iodide on palladium-doped alumina in the presence of triphenylphosphine and cuprous iodide to provide high yields of products. (C) 2000 Published by Elsevier Science Ltd.