3,5-diphenyl-6-methyl-2-cyclohexen-1-one | 14164-76-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,5-diphenyl-6-methyl-2-cyclohexen-1-one
• 英文别名: 6-Methyl-3,5-diphenylcyclohex-2-en-1-one
• CAS: 14164-76-2
• 化学式: C₁₉H₁₈O
• 分子量: 262.351
• InChiKey: PNEWISOBIQVHLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,5-diphenyl-6-methyl-2-cyclohexen-1-one 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 1,5-Diphenyl-4-methylcyclohexan-3-ol
  参考文献：
  名称：

  Slither motion of divalent carbon on .pi. systems in photochemical rearrangements. Exploratory and mechanistic organic photochemistry. LXIV

  摘要：

  DOI：

  10.1021/ja00744a019
• 作为产物：
  描述：

  ethyl 2-oxo-4,6-diphenylcyclohex-3-enecarboxylate 在 sodium ethanolate 作用下， 生成 3,5-diphenyl-6-methyl-2-cyclohexen-1-one
  参考文献：
  名称：

  Slither motion of divalent carbon on .pi. systems in photochemical rearrangements. Exploratory and mechanistic organic photochemistry. LXIV

  摘要：

  DOI：

  10.1021/ja00744a019

文献信息

• Preparation and Utility of Novel Water-Tolerant Higher-Order Lanthanoid Alkoxide Complexes as a Base Catalyst
  作者：Masahiro Kamaura、Kazuhiro Daikai、Takeshi Hanamoto、Junji Inanaga

  DOI：10.1246/cl.1998.697

  日期：1998.7

  A series of higher-order lanthanoid-lithium mixed-alkoxide complexes have been prepared as a novel water-tolerant base catalyst which effectively promotes the Robinson-type reaction in the presence of water.

  一系列高阶镧系元素-锂混合醇盐复合物已被制备成一种新型的耐水碱催化剂，能够有效促进在水存在下的罗宾逊反应。
• Iodine-Promoted Semmler-Wolff Reactions: Step-Economic Access to<i>meta</i>-Substituted Primary Anilines via Aromatization
  作者：Shi-Ke Wang、Xia You、Da-Yuan Zhao、Neng-Jie Mou、Qun-Li Luo

  DOI：10.1002/chem.201701712

  日期：2017.9.4

  An atom‐ and step‐economic access to an array of unprotected meta‐substituted primary anilines was disclosed using the Semmler–Wolff reaction, promoted by molecular iodine. Therein, noble metal catalysts and inert atmosphere are unnecessary while the forcing reaction conditions and the lengthy synthesis can be avoided. The synthetic utility of this approach is evident in the de novo syntheses of three

  利用分子碘促进的Semmler-Wolff反应，揭示了一系列无保护的间位取代的一级苯胺的原子经济和阶梯经济性。其中，不需要贵金属催化剂和惰性气氛，同时可以避免强制反应条件和冗长的合成。这种方法的合成效用在三个具有良好总收率的生物活性分子的从头合成中很明显。
• Copper-Catalyzed Synthesis of Substituted Primary Arylamines from Cyclohexenone Oxime Esters
  作者：Yong-Jie Kuang、Yan Yu、Min Zhou、Yu-Cheng Yin、Tian Cai、Qun-Li Luo

  DOI：10.1021/acs.orglett.3c03501

  日期：2023.12.8

  A novel protocol has been developed for the Cu-catalyzed synthesis of primary arylamines with meta-substituents using cyclohexenone oxime esters. Mechanistic insights suggest that the reaction proceeds via an intermolecular 1,5-H hydrogen atom transfer of an imine radical intermediate. This approach features high efficiency, a readily available catalyst system, and broad functional group tolerance

  开发了一种使用环己烯酮肟酯铜催化合成具有间位取代基的伯芳胺的新方案。机理研究表明该反应通过亚胺自由基中间体的分子间 1,5-H 氢原子转移进行。这种方法具有高效率、易于使用的催化剂系统和广泛的官能团耐受性的特点。
• Slither motion of divalent carbon on .pi. systems in photochemical rearrangements. Exploratory and mechanistic organic photochemistry. LXIV
  作者：Howard E. Zimmerman、Daniel Juers、John M. McCall、Barbara Schroeder

  DOI：10.1021/ja00744a019

  日期：1971.7