(E)-(2-cyclohexylprop-1-en-1-yl)benzene | 104531-92-2

• 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: (E)-(2-cyclohexylprop-1-en-1-yl)benzene
• 英文别名: [(E)-2-cyclohexylprop-1-enyl]benzene
• CAS: 104531-92-2
• 化学式: C₁₅H₂₀
• 分子量: 200.324
• InChiKey: CVEIZCMLXDMZAN-OUKQBFOZSA-N

物化性质

• 沸点：
  134 °C(Press: 5 Torr)
• 密度：
  0.9635 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-Cyclohexyl-1-phenylprop-2-en-1-ol 在 偶氮二异丁腈 、 三正丁基氢锡 、 sodium hydride 作用下， 以 苯 为溶剂， 反应 25.0h， 生成 (E)-(2-cyclohexylprop-1-en-1-yl)benzene
  参考文献：
  名称：

  A convergent method for the stereoselective synthesis of trisubstituted alkenes

  摘要：

  A method for the stereoselective, convergent synthesis of trisubstituted alkenes has been developed. The procedure features the synthesis of allylic alcohols 9 by coupling an aldehyde with a vinyl organometallic reagent. Treatment of 9 with carbon disulfide and methyl iodide gave the intermediate allylic xanthates 10 that underwent facile [3,3]-sigmatropic rearrangement to give the dithiocarbonates 11 and 12, radical reduction of which gave the (E)-alkenes 13 as the major products.

  DOI：

  10.1021/jo00035a004

文献信息

• Ni-Catalyzed deaminative hydroalkylation of internal alkynes
  作者：Ze-Fan Zhu、Jia-Lin Tu、Feng Liu

  DOI：10.1039/c9cc05385a

  日期：——

  A regioselective cis-hydroalkylation of internal alkynes with readily prepared Katritzky pyridinium salts for the synthesis of tri-substituted alkenes is described. This reaction is the first example of a metal-catalyzed hydroalkylation of an alkyne via C–N bond activation of an amine. The reaction demonstrates broad scope and functional group tolerance, allowing access to desired products with high

  描述了用容易制备的Katritzky吡啶鎓盐对内部炔烃的区域选择性顺式-氢化烷基化，用于合成三取代的烯烃。该反应是通过胺的C–N键活化的炔烃的金属催化加氢烷基化反应的第一个实例。该反应显示出宽泛的范围和官能团耐受性，允许获得具有高度多样性的所需产品。初步的机理研究表明，SET引发的自由基过程和Ni催化的烷基化反应可以共同参与反应，从而有可能绕开传统的开壳加成途径。
• Trisubstituted olefin synthesis <i>via</i> Ni-catalyzed hydroalkylation of internal alkynes with non-activated alkyl halides
  作者：Xiao-Yu Lu、Mei-Lan Hong、Hai-Pin Zhou、Yue Wang、Jin-Yu Wang、Xiu-Tao Ge

  DOI：10.1039/c8cc01577e

  日期：——

  The stereoselective synthesis of tri-substituted alkenes is challenging. Herein, we report a Ni-catalyzed regio- and stereo-selective hydroalkylation of internal alkynes with non-activated alkyl halides. This method does not use any sensitive organometallic reagents and shows good functional group compatibility, which enables the efficient synthesis of many tri-substituted olefins from readily available

  三取代烯烃的立体选择性合成具有挑战性。在此，我们报道了内部炔烃与未活化的烷基卤化物的镍催化的区域和立体选择性加氢烷基化。该方法不使用任何敏感的有机金属试剂，并且显示出良好的官能团相容性，这使得能够从容易获得的偶联配偶体高效合成许多三取代的烯烃。它还提供了一种直接的方法来修饰生物活性有机分子。
• Synthesis of trisubstituted olefins via nickel-catalyzed decarboxylative hydroalkylation of internal alkynes
  作者：Xiao-Yu Lu、Jing-Song Li、Mei-Lan Hong、Jin-Yu Wang、Wen-Jing Ma

  DOI：10.1016/j.tet.2018.10.037

  日期：2018.12

  A novel NiH-catalyzed decarboxylative hydroalkylation of internal alkynes has been developed. Trisubstituted olefins were obtained in moderate to good yields with good regioselectivities. The reaction involves cis addition of NiH to the internal alkyne. The reaction shows good functional-group tolerance.

  已开发出一种新型的NiH催化的内部炔烃脱羧加氢烷基化反应。以中等至良好的产率和良好的区域选择性获得了三取代的烯烃。该反应涉及将NiH顺式加成至内部炔烃。该反应显示出良好的官能团耐受性。