4-(4-chlorophenyl)-4-p-tolylbutan-2-one: | 1280725-56-5

• 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: 4-(4-chlorophenyl)-4-p-tolylbutan-2-one:
• 英文别名: 4-(4-chlorophenyl)-4-p-tolylbutan-2-one；4-(4-Chlorophenyl)-4-(4-methylphenyl)butan-2-one
• CAS: 1280725-56-5
• 化学式: C₁₇H₁₇ClO
• 分子量: 272.774
• InChiKey: POIVTELGGUBVSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-碘甲苯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 [Rh(OH)(cod)]2 、 1,3-双(二苯基膦)丙烷 、 potassium carbonate 、 三乙胺 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 8.5h， 生成 4-(4-chlorophenyl)-4-p-tolylbutan-2-one:
  参考文献：
  名称：

  Addition of Arylboronic Acids to Arylpropargyl Alcohols en Route to Indenes and Quinolines

  摘要：

  A regio- and stereoselective rhodium-catalyzed synthesis of trisubstituted allylic alcohols is described. The utility of these synthons is demonstrated in a convenient synthesis of indenes and quinolines.

  DOI：

  10.1021/ol202176g

文献信息

• Palladium-catalyzed desulfitative addition of sodium sulfinates with α,β-unsaturated carbonyl compounds
  作者：Wen Chen、Xianya Zhou、Fuhong Xiao、Jiaying Luo、Guo-Jun Deng

  DOI：10.1016/j.tetlet.2012.06.026

  日期：2012.8

  A palladium-catalyzed desulfitative conjugate addition of sodium sulfinates with α,β-unsaturated carbonyl compounds is described. The reaction showed very good selectivity and tolerated a wide range of functionalities under an atmosphere of argon.

  描述了亚硫酸钠与α，β-不饱和羰基化合物的钯催化的脱硫共轭加成。该反应显示出非常好的选择性，并且在氩气气氛下具有宽泛的官能度。
• Sequential Aldol Condensation-Transition Metal-Catalyzed Addition Reactions of Aldehydes, Methyl Ketones, and Arylboronic Acids
  作者：Yuan-Xi Liao、Chun-Hui Xing、Matthew Israel、Qiao-Sheng Hu

  DOI：10.1021/ol200457q

  日期：2011.4.15

  Sequential aldol condensation of aldehydes with methyl ketones followed by transition metal-catalyzed addition reactions of arylboronic acids to form β-substituted ketones is described. By using the 1,1′-spirobiindane-7,7′-diol (SPINOL)-based phosphite, an asymmetric version of this type of sequential reaction, with up to 92% ee, was also realized. Our study provided an efficient method to access β-substituted

  描述了醛与甲基酮的顺序羟醛缩合，然后是过渡金属催化的芳基硼酸加成反应以形成 β-取代的酮。通过使用基于 1,1'-spirobiindane-7,7'-二醇 (SPINOL) 的亚磷酸酯，还实现了此类顺序反应的不对称版本，ee 高达 92%。我们的研究提供了一种获得 β 取代酮的有效方法，并可能导致其他顺序/串联反应的发展，其中过渡金属催化的加成反应是关键步骤。
• Tandem Aldol Condensation/Platinacycle-Catalyzed Addition Reactions of Aldehydes, Methyl Ketones, and Arylboronic Acids
  作者：Yuan-Xi Liao、Qiao-Sheng Hu

  DOI：10.1002/ejoc.201200867

  日期：2012.10

  Tandem aldol condensation of aldehydes with methyl ketones followed by anionic four-electron donor-based (Type I) platinacycle-catalyzed addition reactions of arylboronic acids to form beta-arylated ketones is described. Good to excellent yields of beta-arylated ketones were obtained for the tandem reactions of aromatic/aliphatic aldehydes, methyl ketones and arylboronic acids, and moderate yields

  描述了醛与甲基酮的串联醇醛缩合，然后是阴离子四电子供体基（I型）铂金环催化的芳基硼酸加成反应，形成β-芳基化酮。对于芳族/脂肪族醛，甲基酮和芳基硼酸的串联反应，获得了良好的β-芳基化酮收率，对于以α，β-不饱和醛为醛源的串联反应，获得了中等收率。
• Addition of Arylboronic Acids to Arylpropargyl Alcohols en Route to Indenes and Quinolines
  作者：Jane Panteleev、Richard Y. Huang、Erica K. J. Lui、Mark Lautens

  DOI：10.1021/ol202176g

  日期：2011.10.7

  A regio- and stereoselective rhodium-catalyzed synthesis of trisubstituted allylic alcohols is described. The utility of these synthons is demonstrated in a convenient synthesis of indenes and quinolines.