2-[1-(4-Chlorophenyl)-3-oxo-3-phenylpropyl]cyclohexan-1-one | 263142-30-9

• 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: 2-[1-(4-Chlorophenyl)-3-oxo-3-phenylpropyl]cyclohexan-1-one
• CAS: 263142-30-9
• 化学式: C₂₁H₂₁ClO₂
• mdl: MFCD01530143
• 分子量: 340.85
• InChiKey: GUEDHQCUZRWRLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.46
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-[1-(4-Chlorophenyl)-3-oxo-3-phenylpropyl]cyclohexan-1-one 在 ammonium acetate 、 溶剂黄146 作用下， 以90%的产率得到4-(4-chlorophenyl)-2-phenyl-5,6,7,8-tetrahydroquinoline
  参考文献：
  名称：

  三步合成2,4-二芳基-5,6,7,8-四氢喹啉衍生物

  摘要：

  除环己酮，以查耳酮，从相应的苯乙酮和苯甲醛衍生物得到的，无溶剂的条件下的，得到在良好的产率1,5-二酮类。1,5-二酮的治疗乙酸中的乙酸铵直接提供2,4-二芳基-5,6,7,8-四氢喹啉衍生物高产。的结构通过1 H NMR，13 C NMR，IR和元素分析来阐明。J.杂环化​​学。（2010）。

  DOI：

  10.1002/jhet.409
• 作为产物：
  描述：

  4-氯查耳酮 、 环己酮 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 生成 2-[1-(4-Chlorophenyl)-3-oxo-3-phenylpropyl]cyclohexan-1-one
  参考文献：
  名称：

  NaBH3CN通过双酮肟的分子内还原环化反应合成新的N-羟基杂环。

  摘要：

  描述了使用氰基硼氢化钠通过二酮肟的分子内还原环化反应来构建带有N-羟基取代基的取代哌嗪，哌啶，硫吗啉，十氢喹啉，全氢环戊[b]吡啶和吡咯烷的简单有效的方法。

  DOI：

  10.1039/c1ob05232b

文献信息

• Direct Asymmetric Michael Additions of Ketones to Nitroolefins and Chalcones Catalyzed by a Chiral C2-Symmetric Pyrrolidine-based Tetraamine
  作者：Shijun Ma、Lulu Wu、Ming Liu、Yongmei Wang

  DOI：10.1002/cjoc.201200214

  日期：2012.8.14

  C2‐Symmetric pyrrolidine‐based tetraamine, available from commercially starting materials, showed good catalytic activity for asymmetric Michael additions of ketones to nitroalkenes especially to chalcones. The reactions proceeded to give the corresponding products in good yields and in a highly selective manner.

  C 2对称的基于吡咯烷的四胺（可从商业原料获得）显示出良好的催化活性，可将酮不​​对称地迈克尔加成至硝基烯烃，特别是对查耳酮。反应进行以高收率和高度选择性的方式得到相应的产物。
• Synthesis of a New N-Diaminophosphoryl-N′-[(2S)-2-pyrrolidinylmethyl]thiourea as a Chiral Organocatalyst for the Stereoselective Michael Addition of Cyclohexanone to Nitrostyrenes and Chalcones - Application in Cascade Processes for the Synthesis of Polyc
  作者：Carlos Cruz-Hernández、Eduardo Martínez-Martínez、Perla E. Hernández-González、Eusebio Juaristi

  DOI：10.1002/ejoc.201801339

  日期：2018.12.31

  novel chiral thiourea containing a segment of privileged (2S)‐2‐pyrrolidinylmetan‐amine as well as a hydrophobic phosphoramide framework is described. The new organocatalyst exhibited good performance in asymmetric Michael additions, in a variety of systems including the formal [3+3] cyclization of cyclohexanone with arylidenepyruvates through a cascade process, which involves the asymmetric Michael

  描述了一种新颖的手性硫脲的合成，该硫脲含有一个特权级的（2 S）-2-吡咯烷基二甲胺和疏水性磷酰胺骨架。新型有机催化剂在不对称迈克尔加成反应中表现出良好的性能，在多种系统中，包括通过级联过程与芳基丙酮酸戊酯对环己酮进行正式的[3 + 3]环化反应，该过程涉及不对称迈克尔加成反应/质子转移/非对映选择性醛醇缩合反应。
• Highly enantioselective Michael addition of cyclic ketones to chalcones catalyzed by pyrrolidine-based imides
  作者：Hong-Yu Xie、Shu-Rong Ban、Ju-Na Liu、Qing-Shan Li

  DOI：10.1016/j.tetlet.2012.05.106

  日期：2012.7

  An efficient procedure for asymmetric Michael addition reaction of cyclic ketones with low activated chalcones catalyzed by pyrrolidine-based phthalimide and 1,8-Naphthalimide catalysts was developed. The corresponding products were obtained in high yields with high diastereoselectivities (up to 99:1 dr) and high enantioselectivities (up to 96% ee) under mild conditions.

  研究了吡咯烷基邻苯二甲酰亚胺和1,8-萘二甲酰亚胺催化剂催化环状酮与低活化查耳酮不对称迈克尔加成反应的有效方法。在温和条件下，以高收率获得了具有高非对映选择性（高达99：1 dr）和高对映选择性（高达96％ee）的相应产品。
• A chiral benzoylthiourea–pyrrolidine catalyst for the highly enantioselective Michael addition of ketones to chalcones
  作者：Shu-rong Ban、Xi-xia Zhu、Zhi-ping Zhang、Qing-shan Li

  DOI：10.1016/j.bmcl.2014.04.005

  日期：2014.6

  A benzoylthiourea–pyrrolidine catalyst was developed for the asymmetric Michael addition of ketones to chalcones. The corresponding products were obtained in high yields with high level of diastereoselectivities (up to 99:1 dr) and high level of enantioselectivities (up to 94% ee) under mild conditions.

  已开发出苯甲酰硫脲-吡咯烷催化剂，用于将酮不对称地迈克尔加成至查耳酮。在温和条件下，以高收率获得了高产率的非对映异构体选择性（高达99：1 dr）和高对映选择性（对映体高达94％ee）。
• Direct asymmetric Michael addition of ketones to chalcones catalyzed by a hydroxyphthalimide derived triazole–pyrrolidine
  作者：Togapur Pavan Kumar、Mohammad Abdul Sattar、Vanka Uma Maheshwara Sarma

  DOI：10.1016/j.tetasy.2013.11.002

  日期：2013.12

  An efficient protocol for the enantioselective Michael additions of ketones to chalcones catalyzed by a hydroxyphthalimide linked triazole-pyrrolidine derivative has been developed. The corresponding products, 1,5-dicarbonyl compounds, were obtained in good yields with high levels of stereoselectivities under mild reaction conditions employing benzoic acid as an additive. (C) 2013 Elsevier Ltd. All rights reserved.