3-(1H-pyrazol-1-yl)cyclohexanone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(1H-pyrazol-1-yl)cyclohexanone
• 英文别名: 3-(1H-Pyrazol-1-yl)cyclohexan-1-one；3-pyrazol-1-ylcyclohexan-1-one
• 化学式: C₉H₁₂N₂O
• mdl: MFCD23734838
• 分子量: 164.207
• InChiKey: PETSOAKZLYHGNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.555
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吡唑 、 2-环己烯-1-酮 在 氯化铪 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以90%的产率得到3-(1H-pyrazol-1-yl)cyclohexanone
  参考文献：
  名称：

  氯化铪催化吡咯、吡唑和咪唑与α,β-不饱和酮的共轭加成

  摘要：

  在室温下，在催化量的氯化铪存在下，吡咯、吡唑和咪唑与 α,β-不饱和酮发生共轭加成。虽然吡咯的反应主要产生2,5-取代的C-加合物，但吡唑和咪唑的反应以优异的收率产生相应的N-加合物。

  DOI：

  10.3987/com-06-10935

文献信息

• A Novel Method for the High-Pressure-Promoted, Uncatalyzed Aza-Michael Reaction of Nitrogen Heterocycles with Enones in Water
  作者：Hiyoshizo Kotsuki、Md. Uddin、Keiji Nakano、Yoshiyasu Ichikawa

  DOI：10.1055/s-2008-1072594

  日期：2008.5

  A new green chemical method for the aza-Michael reaction of nitrogen heterocycles with enones in water as a solvent without the use of any catalysts under high-pressure conditions is described.

  描述了一种新的绿色化学方法，用于在高压条件下不使用任何催化剂的水作为溶剂中氮杂环与烯酮的氮杂-迈克尔反应。
• Catalytic conjugate addition of heterocyclic compounds to α,β-unsaturated carbonyl compounds by hafnium salts and scandium salts
  作者：Motoi Kawatsura、Sachiko Aburatani、Junichi Uenishi

  DOI：10.1016/j.tet.2007.02.091

  日期：2007.5

  additions of heterocyclic compounds, such as indoles, pyrrole, pyrazole, and imidazole, have been demonstrated. Hafnium chloride effectively catalyzed the conjugate addition of indoles to α,β-unsaturated carbonyl compounds, and the addition product was obtained in high yield. The reaction of pyrrole was also catalyzed by HfCl4 or ScCl3, and produced 2,6-dialkylated pyrroles up to 99% yields. Furthermore

  已经证明了氯化ha （HfCl 4）和氯化scan（ScCl 3）催化的杂环化合物（如吲哚，吡咯，吡唑和咪唑）的共轭加成。氯化有效地催化了吲哚与α，β-不饱和羰基化合物的共轭加成，并以高收率获得了加成产物。吡咯的反应也被HfCl 4或ScCl 3催化，并产生了2,6-二烷基化的吡咯，产率高达99％。此外，发生了吡唑和咪唑的1-位的共轭加成，并以良好的产率产生了几种取代的杂环化合物。
• Hafnium Chloride Catalyzed Conjugate Addition of Pyrrole, Pyrazole and Imidazole to α,β-Unsaturated Ketones
  作者：Jun'ichi Uenishi、Sachiko Aburatani、Motoi Kawatsura

  DOI：10.3987/com-06-10935

  日期：——

  Pyrrole, pyrazole and imidazole undergo conjugate addition with α,β-unsaturated ketones in the presence of a catalytic amount of hafnium chloride at room temperature. Although the reaction of pyrrole gave 2,5-substituted C-adduct mainly, those of pyrazole and imidazole gave the corresponding N-adducts in excellent yields.

  在室温下，在催化量的氯化铪存在下，吡咯、吡唑和咪唑与 α,β-不饱和酮发生共轭加成。虽然吡咯的反应主要产生2,5-取代的C-加合物，但吡唑和咪唑的反应以优异的收率产生相应的N-加合物。
• <scp>Aza‐Michael</scp> addition of 1, <scp>2‐diazoles</scp> to structurally diverse enones: Efficient methods toward <scp>β‐amino</scp> ketones
  作者：Saibabu Polina、V. P. Rama Kishore Putta、Raghuram Gujjarappa、Prasad Pralhad Pujar、Chandi C. Malakar

  DOI：10.1002/jhet.4221

  日期：2021.4

  An efficient and mild protocol was realized using 1,2‐diazoles and related heterocycles with cyclic and acyclic enones in presence of T3P (2,4,6‐tripropyl‐1,3,5,2,4,6‐trioxatriphosphorinane‐2,4,6‐trioxide) toward the regioselective formation of N‐cycloalkyl heterocycles at room temperature. The developed reaction conditions showcased good selectivity over a wide range of 1,2‐diazoles and enones by

  在存在T3P（2,4,6-三丙基-1,3,5,2,4,6-三氧三磷酸正膦2， 4,6-三氧化物）在室温下朝向N-环烷基杂环的区域选择性形成。发达的反应条件通过以极高的产率提供N-环烷基杂环，在1,2-二唑和烯酮中显示出良好的选择性。