1-(furan-2-yl)-3-(4-methoxyphenyl)prop-2-yn-1-ol | 1515880-12-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(furan-2-yl)-3-(4-methoxyphenyl)prop-2-yn-1-ol
• CAS: 1515880-12-2
• 化学式: C₁₄H₁₂O₃
• 分子量: 228.247
• InChiKey: XJMXNZWXSZZING-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  42.6
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(furan-2-yl)-3-(4-methoxyphenyl)prop-2-yn-1-ol 在 吡啶 、 manganese(IV) oxide 、 sodium sulfate 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 22.5h， 生成 (E)-1-(furan-2-yl)-3-(4-methoxyphenyl)prop-2-yn-1-one O-methyl oxime
  参考文献：
  名称：

  Direct Synthesis of 4-Fluoroisoxazoles through Gold-Catalyzed Cascade Cyclization–Fluorination of 2-Alkynone O-Methyl Oximes

  摘要：

  A tandem protocol for the synthesis of fluorinated isoxazoles has been developed via catalytic intramolecular cyclizations of 2-alkynone O-methyl mimes and ensuing fluorination. The reactions proceed smoothly at room temperature in the presence of 5 mol % of (IPr)AuCl, 5 mol % of AgOTs, 2.5 equiv of Selectfluor, and 2 equiv of NaHCO3. This process features an efficient one-pot cascade route to fluoroisoxazoles with high yields and high selectivity under mild reaction conditions.

  DOI：

  10.1021/jo5008702
• 作为产物：
  描述：

  糠醛 、 4-乙炔基苯甲醚 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以91%的产率得到1-(furan-2-yl)-3-(4-methoxyphenyl)prop-2-yn-1-ol
  参考文献：
  名称：

  Direct Synthesis of 4-Fluoroisoxazoles through Gold-Catalyzed Cascade Cyclization–Fluorination of 2-Alkynone O-Methyl Oximes

  摘要：

  A tandem protocol for the synthesis of fluorinated isoxazoles has been developed via catalytic intramolecular cyclizations of 2-alkynone O-methyl mimes and ensuing fluorination. The reactions proceed smoothly at room temperature in the presence of 5 mol % of (IPr)AuCl, 5 mol % of AgOTs, 2.5 equiv of Selectfluor, and 2 equiv of NaHCO3. This process features an efficient one-pot cascade route to fluoroisoxazoles with high yields and high selectivity under mild reaction conditions.

  DOI：

  10.1021/jo5008702

文献信息

• Tandem C-2 Functionalization–Intramolecular Azide–Alkyne 1,3-Dipolar Cycloaddition Reaction: A Convenient Route to Highly Diversified 9<i>H</i>-Benzo[<i>b</i>]pyrrolo[1,2-<i>g</i>][1,2,3]triazolo[1,5-<i>d</i>][1,4]diazepines
  作者：Mohd. Kamil Hussain、Mohd. Imran Ansari、Ruchir Kant、Kanchan Hajela

  DOI：10.1021/ol403420z

  日期：2014.1.17

  An efficient diversity-oriented synthetic approach to annulated 9H-benzo[b]pyrrolo[1,2-g][1,2,3]triazolo[1,5-d][1,4]diazepines has been developed using a R Sc(OTf)(3)-catalyzed two-component tandem C-2 functionalization intramolecular azide-alkyne 1,3-dipolar cycloaddition reaction. The reaction shows high substrate tolerance and provides a library of fused heterocycles that may. lead to novel biologically active compounds or drug lead molecules.