N-(2-(1-hydroxy-1,3-diphenylprop-2-yn-1-yl)phenyl)acetamide | 1394401-62-7

• 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: N-(2-(1-hydroxy-1,3-diphenylprop-2-yn-1-yl)phenyl)acetamide
• 英文别名: N-[2-(1-hydroxy-1,3-diphenylprop-2-ynyl)phenyl]acetamide
• CAS: 1394401-62-7
• 化学式: C₂₃H₁₉NO₂
• 分子量: 341.409
• InChiKey: UFKYRHMWJQZONR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-(1-hydroxy-1,3-diphenylprop-2-yn-1-yl)phenyl)acetamide 在 silver(I) acetate 作用下， 以 乙腈 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 2.0h， 以99%的产率得到
  参考文献：
  名称：

  Silver Acetate Catalyzed Hydroamination of 1-(2-(Sulfonylamino)phenyl)prop-2-yn-1-ols to (Z)-2-Methylene-1-sulfonylindolin-3-ols

  摘要：

  A method to prepare (Z)-2-methylene-1-sulfonylindolin-3-ols efficiently that relies on silver acetate catalyzed hydroamination of 1-(2-(sulfonylamino)phenyl)prop-2-yn-1-ols is reported. The reactions proceed rapidly at room temperature with catalyst loadings as low as 1 mol % under conditions that did not require the exclusion of air or moisture. The utility of this N-heterocyclic ring-forming strategy as a synthetic tool that makes use of unsaturated alcohols was exemplified by the conversion of the (Z)-2-methylene-1-sulfonylindolin-3-ol to examples of other members of the indole family of compounds.

  DOI：

  10.1021/jo301198z
• 作为产物：
  描述：

  2-氨基二苯甲酮 在 吡啶 、 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 环己烷 为溶剂， -78.0 ℃ 、101.33 kPa 条件下， 反应 1.42h， 生成 N-(2-(1-hydroxy-1,3-diphenylprop-2-yn-1-yl)phenyl)acetamide
  参考文献：
  名称：

  Silver Acetate Catalyzed Hydroamination of 1-(2-(Sulfonylamino)phenyl)prop-2-yn-1-ols to (Z)-2-Methylene-1-sulfonylindolin-3-ols

  摘要：

  A method to prepare (Z)-2-methylene-1-sulfonylindolin-3-ols efficiently that relies on silver acetate catalyzed hydroamination of 1-(2-(sulfonylamino)phenyl)prop-2-yn-1-ols is reported. The reactions proceed rapidly at room temperature with catalyst loadings as low as 1 mol % under conditions that did not require the exclusion of air or moisture. The utility of this N-heterocyclic ring-forming strategy as a synthetic tool that makes use of unsaturated alcohols was exemplified by the conversion of the (Z)-2-methylene-1-sulfonylindolin-3-ol to examples of other members of the indole family of compounds.

  DOI：

  10.1021/jo301198z

文献信息

• Organocatalytic Formal (3 + 2) Cycloaddition toward Chiral Pyrrolo[1,2-<i>a</i>]indoles via Dynamic Kinetic Resolution of Allene Intermediates
  作者：Jian-Fei Bai、Lulu Zhao、Fang Wang、Fachao Yan、Taichi Kano、Keiji Maruoka、Yuehui Li

  DOI：10.1021/acs.orglett.0c01812

  日期：2020.7.17

  straightforward method to synthesize chiral pyrrolo[1,2-a]indole bearing a tetrasubstituted carbon stereocenter. The reaction proceeds smoothly with a wide array of substrate tolerance to deliver various chiral pyrrolo[1,2-a]indoles in up to 93% yield and 98% ee. The utility of this method is highlighted by the diverse transformations of the products into various indole derivatives.

  我们报道了手性磷酸催化的3-取代的1 H-吲哚和含有功能性导向基团（对-NHAc或对-OH）的炔丙醇的正式（3 + 2）环加成反应。这项工作代表了一种简单的方法来合成带有四取代碳立体中心的手性吡咯并[1,2- a ]吲哚。反应以多种底物耐受性顺利进行，以高达93％的收率和98％ee的产率递送各种手性吡咯并[1,2- a ]吲哚。通过将产物多样化转化为各种吲哚衍生物，突出了该方法的实用性。
• 一种C2-膦酰基亚甲基吲哚化合物及其制备方法和用途
  申请人：成都大学

  公开号：CN111187298B

  公开（公告）日：2022-07-19

  本发明公开了一种C2‑膦酰基亚甲基吲哚化合物及其制备方法和用途，本发明化合物含有吲哚环和膦酰基取代的多官能团化合物，可发生进一步官能团化，是有机合成中的重要合成砌块，在合成具有生物活性的化合物或配体化合物中具有重要的应用价值。本发明制备方法所使用的原料制备简便，反应条件温和，可直接在空气氛围下反应，操作方便，催化剂用量低，反应时间短，底物耐受性好。除此之外，本发明制备方法的唯一副产物是水使得该反应具有较高的原子经济性和绿色环保等优点。
• Silver Acetate Catalyzed Hydroamination of 1-(2-(Sulfonylamino)phenyl)prop-2-yn-1-ols to (<i>Z</i>)<i>-</i>2-Methylene-1-sulfonylindolin-3-ols
  作者：Dewi Susanti、Fujiet Koh、Jeffrey Antonius Kusuma、Prasath Kothandaraman、Philip Wai Hong Chan

  DOI：10.1021/jo301198z

  日期：2012.9.7

  A method to prepare (Z)-2-methylene-1-sulfonylindolin-3-ols efficiently that relies on silver acetate catalyzed hydroamination of 1-(2-(sulfonylamino)phenyl)prop-2-yn-1-ols is reported. The reactions proceed rapidly at room temperature with catalyst loadings as low as 1 mol % under conditions that did not require the exclusion of air or moisture. The utility of this N-heterocyclic ring-forming strategy as a synthetic tool that makes use of unsaturated alcohols was exemplified by the conversion of the (Z)-2-methylene-1-sulfonylindolin-3-ol to examples of other members of the indole family of compounds.