3-(1-decyn-1-yl)furan | 1187656-82-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 3-(1-decyn-1-yl)furan
• 英文别名: 3-Dec-1-ynylfuran
• CAS: 1187656-82-1
• 化学式: C₁₄H₂₀O
• 分子量: 204.312
• InChiKey: CQYRNEAEPLCSSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-溴呋喃 、 1-癸炔 在 四氢吡咯 、 bis(η3-allyl-μ-chloropalladium(II)) 、 三苯基膦 、 1-butyl-3-methylimidazolium Tetrafluoroborate 作用下， 反应 4.0h， 以98%的产率得到3-(1-decyn-1-yl)furan
  参考文献：
  名称：

  A straightforward copper-free palladium methodology for the selective alkynylation of a wide variety of S-, O-, and N-based mono- and diheterocyclic bromides and chlorides

  摘要：

  High-yield alkynylations are successfully achieved by a simple and widely accessible catalytic system for an unprecedented variety of heterocyclic bromides and chlorides in position -2, -3 or -5: pyridine, quinoline, thiophene, furan, thiazole, benzothiazole, pyrimidine, pyridazine, pyrazine, dioxepin halides are efficiently functionalized in short time reactions. This copper-free methodology employs 1 mol% palladium only, with inexpensive PPh3 and amine base. The ionic liquid solvent allows a straigtforward separation of products and recycling opportunity. Unsuitable substrates and secondary reactions are also reported in order to point out further progress in cross-coupling using ionic liquids. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.009