1-(2-chlorophenyl)-3-(4-chlorophenyl)-prop-2-yn-1-ol | 1357394-83-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(2-chlorophenyl)-3-(4-chlorophenyl)-prop-2-yn-1-ol
• 英文别名: 1-(2-Chlorophenyl)-3-(4-chlorophenyl)prop-2-yn-1-ol
• CAS: 1357394-83-2
• 化学式: C₁₅H₁₀Cl₂O
• 分子量: 277.15
• InChiKey: JJTIUNMIHGZZLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(2-chlorophenyl)-3-(4-chlorophenyl)-prop-2-yn-1-ol 在 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 以251.3 mg的产率得到3-(4-chlorophenyl)-1-(2-chlorophenyl)propyn-1-one
  参考文献：
  名称：

  Synthesis of N-Alkyl-Substituted 4-Quinolones via Tandem Alkenyl and Aryl C-N Bond Formation

  摘要：

  N-Alkyl-substituted 4-quinolones are present as the key structural motif in many marketed drugs. An efficient one-step tandem amination approach was developed to afford N-alkyl-substituted 4-quinolones in high yields from easily accessible o-chloroaryl acetylenic ketones and functionalized alkyl amines. The approach complements and extends our previous work. Compared with other reported methods, the current method provides a very simple and convenient route.

  DOI：

  10.1055/s-0031-1290775
• 作为产物：
  描述：

  1-氯-4-(2,2-二溴乙烯基)苯 在 正丁基锂 、 苄基三乙基氯化铵 、 potassium hydroxide 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 水 为溶剂， 反应 1.0h， 生成 1-(2-chlorophenyl)-3-(4-chlorophenyl)-prop-2-yn-1-ol
  参考文献：
  名称：

  Synthesis of N-Alkyl-Substituted 4-Quinolones via Tandem Alkenyl and Aryl C-N Bond Formation

  摘要：

  N-Alkyl-substituted 4-quinolones are present as the key structural motif in many marketed drugs. An efficient one-step tandem amination approach was developed to afford N-alkyl-substituted 4-quinolones in high yields from easily accessible o-chloroaryl acetylenic ketones and functionalized alkyl amines. The approach complements and extends our previous work. Compared with other reported methods, the current method provides a very simple and convenient route.

  DOI：

  10.1055/s-0031-1290775

文献信息

• A Mild, Highly Efficient Addition of Alkynes to Aldehydes Catalyzed by Titanium Dioxide‐Supported Silver Nanoparticles
  作者：Min Yu、Yong Wang、Weijiang Sun、Xiaoquan Yao

  DOI：10.1002/adsc.201100518

  日期：2012.1

  Titanium dioxide‐supported silver nanoparticles were utilized as a highly efficient catalyst for the addition of terminal alkynes to aldehydes to prepare propargylic alcohols with the promotion by triphenylphosphine. Both a significant support effect and a ligand effect were observed in the catalytic reaction. With this protocol, various propargylic alcohol derivatives were synthesized from aldehydes

  二氧化钛负载的银纳米粒子被用作高效催化剂，用于将末端炔烃添加到醛中，以制备由三苯基膦促进的炔丙醇。在催化反应中观察到显着的支持作用和配体作用。通过该协议，可以从醛和末端炔烃以良好至极好的收率合成各种炔丙醇衍生物。此外，该催化剂可以有效地回收和再利用而不会明显降低催化活性。
• Synthesis of N-Alkyl-Substituted 4-Quinolones via Tandem Alkenyl and Aryl C-N Bond Formation
  作者：Bin Xu、Jun Shao、Xiaomei Huang、Xiaohu Hong、Bingxin Liu

  DOI：10.1055/s-0031-1290775

  日期：2012.6

  N-Alkyl-substituted 4-quinolones are present as the key structural motif in many marketed drugs. An efficient one-step tandem amination approach was developed to afford N-alkyl-substituted 4-quinolones in high yields from easily accessible o-chloroaryl acetylenic ketones and functionalized alkyl amines. The approach complements and extends our previous work. Compared with other reported methods, the current method provides a very simple and convenient route.