1-phenyl-2-(2-phenylethyl)-4-penten-1-one

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 1-phenyl-2-(2-phenylethyl)-4-penten-1-one
• 英文别名: 1-Phenyl-2-(2-phenylethyl)pent-4-en-1-one
• 化学式: C₁₉H₂₀O
• 分子量: 264.367
• InChiKey: AUZWGBFHPDTFHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• 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

• 作为产物：
  描述：

  在 十二/十四烷基二甲基氧化胺 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以41.8 mg的产率得到1-phenyl-2-(2-phenylethyl)-4-penten-1-one
  参考文献：
  名称：

  Palladium-Catalyzed Allylation Reaction of Alkynylborates

  摘要：

  阴离子四面体硼化合物炔基（芳基）（二甘氨酰）硼酸盐在钯（0）催化剂存在下与烯丙基溴化物发生反应，生成（二甘氨酰）（三取代烯基）硼烷。烯丙基化作用发生在炔基碳 β 与硼之间，诱导阴离子硼中心上的芳基向 α 碳发生 1,2 迁移。

  DOI：

  10.1246/bcsj.20100189

文献信息

• The salt-free nickel-catalysed α-allylation reaction of ketones with allyl alcohol and diallylether
  作者：Bouchaib Mouhsine、Abdallah Karim、Clément Dumont、Mathieu Sauthier

  DOI：10.1039/c9gc03619a

  日期：——

  The nickel-catalysed α-allylation of ketones with allyl alcohol and diallylether has been performed under neutral conditions. As no base is involved, the products are synthesized without salts as side products. The dppf/Ni(cod)2 catalytic system in MeOH at 80 °C has been shown as the most effective reaction system to afford tetrasubstituted derivatives from various cyclic and acyclic ketones with one

  酮与烯丙醇和二烯丙基醚的镍催化α-烯丙基化反应已在中性条件下进行。由于不涉及碱，因此合成的产物没有盐作为副产物。dppf / Ni（cod）2催化体系在MeOH中于80°C的反应已显示出是最有效的反应体系，可从具有一个或两个移动质子的各种环状和非环状酮中获得四取代衍生物。该过程与复分解步骤结合，根据无盐合成序列产生螺环化合物。
• One- and Two-Electron Reactions from the Rearrangement of α-Ketocyclopropanes by <i>O</i>-Stannyl Ketyls
  作者：Eric J. Enholm、Zhaozhong J. Jia

  DOI：10.1021/jo971287u

  日期：1997.12.1

  This work summarizes an investigation of the bifunctional reactions of tin(IV) enolates and radicals derived from the cleavage rearrangement of ketocyclopropanes with tributyltin hydride. The intermediates provide an unparalleled dual reactivity in synthesis, allowing for independent transformations with both electrophiles and radicophiles. Reactions of the enolate with aldehydes led to aldol products in diastereoselectivities up to 20:1 favoring the erythro product. Reactions with alkyl halides were also successful, constructing new carbon-carbon bonds by a nucleophilic displacement reaction. These reactions provide a neutral, mild, and novel alternative to the classical methods of ketone enolate alkylation performed with hindered bases. Finally, the radical portion of the cleaved intermediates, separated from the enolate by a methylene unit, was reacted with allylstannanes to prepare new gamma-carbon bonds to an allyl unit. Overall, these new trialkyltin-associated radical anion intermediates allow entry into the rapidly developing manifold of one- and two-electron reactions.
• Reactions of Tin(IV) Enolates and Radicals Derived from the Tin Hydride Scission of Cyclopropyl Ketones
  作者：Eric J. Enholm、Zhaozhong J. Jia

  DOI：10.1021/jo970914c

  日期：1997.8.1
• Palladium-Catalyzed Allylation Reaction of Alkynylborates
  作者：Naoki Ishida、Tatsuo Shinmoto、Shota Sawano、Tomoya Miura、Masahiro Murakami

  DOI：10.1246/bcsj.20100189

  日期：2010.11.15

  Alkynyl(aryl)(diorganyl)borates, anionic tetrahedral boron compounds, reacted with allylic bromides in the presence of a palladium(0) catalyst to produce (diorganyl)(trisubstituted alkenyl)boranes. Allylation took place at the alkynyl carbon β to boron, inducing 1,2-migration of the aryl group on the anionic boron center to the α-carbon.

  阴离子四面体硼化合物炔基（芳基）（二甘氨酰）硼酸盐在钯（0）催化剂存在下与烯丙基溴化物发生反应，生成（二甘氨酰）（三取代烯基）硼烷。烯丙基化作用发生在炔基碳 β 与硼之间，诱导阴离子硼中心上的芳基向 α 碳发生 1,2 迁移。