3-(3,5-dimethylphenyl)cyclohexan-1-one | 1228020-97-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(3,5-dimethylphenyl)cyclohexan-1-one
• 英文别名: 3-(3,5-dimethylphenyl)cyclohexanone
• CAS: 1228020-97-0
• 化学式: C₁₄H₁₈O
• 分子量: 202.296
• InChiKey: WIZIYFZZCAITQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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-(3,5-dimethylphenyl)cyclohexan-1-one 在 重水 、 barium(II) oxide 作用下， 以 四氢呋喃 为溶剂， 以99 %的产率得到[3-(3,5-dimethylphenyl)cyclohexan-1-one]-d₄
  参考文献：
  名称：

  BaO 催化的酮、砜、亚砜和腈的 α-氘化

  摘要：

  在此，实现了 BaO 催化的酮、砜、亚砜和腈的 α-氘化。以高产率和高 d-掺入获得所需的氘化产物。该协议具有广泛的功能组耐受性，并且可扩展并适用于制备示例性生物活性酮候选物。

  DOI：

  10.1002/ejoc.202201218
• 作为产物：
  描述：

  2-环己烯-1-酮 、 3,5-二甲基苯硼酸频哪醇酯 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 水 、 potassium hydroxide 作用下， 以 甲基叔丁基醚 为溶剂， 反应 0.5h， 生成 3-(3,5-dimethylphenyl)cyclohexan-1-one
  参考文献：
  名称：

  “One-Pot” Tandem C−H Borylation/1,4-Conjugate Addition/Reduction Sequence

  摘要：

  A microwave-assisted, one-pot, iridium-catalyzed aromatic C-H borylation/rhodium-catalyzed 1,4-conjugate addition sequence provides a highly robust protocol suitable for high-throughput array synthesis. Selective formation of either beta-aryl-substituted ketones or the corresponding alcohols can be achieved in good overall yields by simple variation of the reaction conditions.

  DOI：

  10.1021/ol102518v

文献信息

• Chiral Bidentate Bis(N-Heterocyclic Carbene)-Based Palladium Complexes Bearing Carboxylate Ligands: Highly Effective Catalysts for the Enantioselective Conjugate Addition of Arylboronic Acids to Cyclic Enones
  作者：Tao Zhang、Min Shi

  DOI：10.1002/chem.200701982

  日期：2008.4.18

  Axially chiral cis-chelated bidentate bis(N-heterocyclic carbene)-palladium(II) complexes with two weakly coordinating carboxylate ligands are effective catalysts for the asymmetric conjugate addition of arylboronic acids to cyclic enones, producing the corresponding adducts in moderate-to-high yields and with good-to-high enantioselectivities, in most cases under mild conditions.

  具有两个弱配位羧酸酯配体的轴向手性顺式螯合双齿双（N-杂环卡宾）-钯（II）配合物是芳基硼酸不对称共轭加成到环烯酮上的有效催化剂，可在中高范围内生成相应的加合物在大多数情况下，在温和条件下，收率高且对映选择性良好。
• Rhodium(I) Complexes Bearing Hydroxyl‐Functionalized 1,2,3‐Triazolylidenes and Their Catalytic Application
  作者：Agustín A. de la Fuente‐Olvera、Franciso J. Ruiz‐Mendoza、José M. Vásquez‐Pérez、Myriam Meléndez‐Rodríguez、Alejandro Álvarez‐Hernández、Verónica Salazar‐Pereda、Daniel Mendoza‐Espinosa

  DOI：10.1002/ejic.202200401

  日期：2022.10.26

  We report the synthesis and full characterization of a novel series rhodium(I) complexes (3 a–c) supported by hydroxyl-functionalized 1,2,3-triazolylidenes. Their application as catalysts in the 1,4-addition of boronic acid to 2-cyclohexenone and the hydrosilylation of terminal alkynes is described.

  我们报告了由羟基官能化的 1,2,3-三唑基支持的新型系列铑 (I) 配合物 ( 3 a-c )的合成和完整表征。描述了它们作为催化剂在硼酸与 2-环己烯酮的 1,4-加成和末端炔烃的氢化硅烷化中的应用。
• N-Heterocyclic Carbene–Rhodium(I) Complexes Derived from Proline for the 1,4-Conjugate Addition of Arylboronic Acids to Enones in Neat Water
  作者：Yi-Qiang Tang、Huan Lv、Xiao-Na He、Jian-Mei Lu、Li-Xiong Shao

  DOI：10.1007/s10562-011-0563-9

  日期：2011.5

  N-Heterocyclic carbene-rhodium(I) complexes derived from N-benzyl substituted proline have been successfully synthesized and were found to be efficient catalysts for the 1,4-conjugate addition of arylboronic acids to enones in neat water at 40 A degrees C. Under the optimal reaction conditions, all reactions gave the addition products in good to high yields.