1,3-bis(4-fluorophenyl)prop-2-yn-1-ol | 1191257-25-6

• 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: 1,3-bis(4-fluorophenyl)prop-2-yn-1-ol
• CAS: 1191257-25-6
• 化学式: C₁₅H₁₀F₂O
• 分子量: 244.241
• InChiKey: ZIIZWNBDENZODW-UHFFFAOYSA-N

物化性质

• 沸点：
  361.4±42.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.05
• 重原子数：
  18.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1,3-bis(4-fluorophenyl)prop-2-yn-1-ol 、 氯甲酸甲酯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到1,3-bis(4-fluorophenyl)prop-2-ynyl methyl carbonate
  参考文献：
  名称：

  Stereoselective Construction of Substituted Chromans by Palladium-Catalyzed Cyclization of Propargylic Carbonates with 2-(2-Hydroxyphenyl)acetates

  摘要：

  Highly substituted chromans have been constructed in a highly stereoselective manner by a palladium-catalyzed reaction of propargylic carbonates with 2-(2-hydroxyphenyl)acetates. Enantioselective reactions also successfully proceeded to give the optically active chromans with high enantioselectivity.

  DOI：

  10.1021/ol901964z
• 作为产物：
  描述：

  对氟碘苯 、 1-(4-氟苯基)丙-2-炔-1-醇 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以74%的产率得到1,3-bis(4-fluorophenyl)prop-2-yn-1-ol
  参考文献：
  名称：

  Stereoselective Construction of Substituted Chromans by Palladium-Catalyzed Cyclization of Propargylic Carbonates with 2-(2-Hydroxyphenyl)acetates

  摘要：

  Highly substituted chromans have been constructed in a highly stereoselective manner by a palladium-catalyzed reaction of propargylic carbonates with 2-(2-hydroxyphenyl)acetates. Enantioselective reactions also successfully proceeded to give the optically active chromans with high enantioselectivity.

  DOI：

  10.1021/ol901964z

文献信息

• Copper-Catalyzed Direct Coupling of Unprotected Propargylic Alcohols with P(O)H Compounds: Access to Allenylphosphoryl Compounds under Ligand- and Base-Free Conditions
  作者：Gaobo Hu、Changkai Shan、Weizhu Chen、Pengxiang Xu、Yuxing Gao、Yufen Zhao

  DOI：10.1021/acs.orglett.6b03028

  日期：2016.12.2

  The first facile and efficient copper-catalyzed direct C–P cross-coupling of unprotected propargylic alcohols with P(O)H compounds has been developed, providing a general, one-step approach to construct valuable allenylphosphoryl frameworks with operational simplicity and high step- and atom-economy under ligand-, base-, and additive-free conditions.

  已经开发出了第一个简便而有效的铜催化的未保护的炔丙醇与P（O）H化合物的直接C–P交叉偶联方法，它提供了一种通用的一步法来构建有价值的烯丙基磷酰基骨架，且操作简便且操作步骤高。和无配体，无碱和无添加剂条件下的原子经济。
• Direct cyclization of 1,3-diaryl propargylic alcohols with β-dicarbonyl compounds by palladium-boric acid dual-catalyst system
  作者：Masahiro Yoshida、Shoko Ohno、Sayaka Eguchi、Tomotaka Mizuguchi、Kenji Matsumoto、Kosuke Namba

  DOI：10.1016/j.tet.2016.07.055

  日期：2016.9

  Palladium and boric acid-catalyzed cyclization of underivatized 1,3-diaryl propargylic alcohols with 1,3-cyclohexanediones has been developed. Boric acid plays a role for the efficient activation of the propargylic alcohols. Various substituted tetrahydrobenzofuranones were obtained in moderate to good yields. Reactions using 4-hydroxy-2-pyrones as the nucleophile also proceeded to afford the substituted

  已经开发了钯和硼酸与1，3-环己二酮对未衍生的1，3-二芳基炔丙醇的环化。硼酸对于有效活化炔丙醇起着作用。以中等至良好的产率获得了各种取代的四氢苯并呋喃酮。使用4-羟基-2-吡喃酮作为亲核试剂的反应也进行，得到取代的二氢呋喃基吡喃酮。