1-Phenyl-2-deutero-cyclohexen-(1) | 95391-00-7

• 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: 1-Phenyl-2-deutero-cyclohexen-(1)
• 英文别名: (2-deuterio-cyclohex-1-enyl)-benzene；(2-Deuteriocyclohexen-1-yl)benzene
• CAS: 95391-00-7
• 化学式: C₁₂H₁₄
• 分子量: 159.235
• InChiKey: WCMSFBRREKZZFL-QOWOAITPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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-苯基环己酮 在 硼氘化钠 、 N,N'-二环己基碳二亚胺 、 copper(l) chloride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 16.0h， 生成 (6-deuteriocyclohexen-1-yl)benzene 、 1-Phenyl-2-deutero-cyclohexen-(1)
  参考文献：
  名称：

  An Acid-Catalyzed Formal Allylic C−H Oxidation of Aryl Cycloalkenes with N-Propylthiosuccinimide

  摘要：

  A mild acid-catalyzed formal allylic C-H oxidation of aryl cycloalkenes with N-propylthlosuccinimide in the presence of various nucleophiles to generate allylic ethers, esters, and sulfonamides is described. A possible reaction mechanism has been proposed.

  DOI：

  10.1021/ol200261a

文献信息

• Functionalization of Unactivated Alkenes through Iridium-Catalyzed Borylation of Carbon−Hydrogen Bonds. Mechanism and Synthetic Applications
  作者：Vilhelm J. Olsson、Kálmán J. Szabó

  DOI：10.1021/jo9014694

  日期：2009.10.16

  methylimidazole and DBU, the iridium-catalyzed borylation led to formation of allyl boronates, which reacted with aldehydes in a one-pot sequence affording stereodefined homoallylic alcohols. Cycloalkenes without additives as well as acyclic substrates gave vinylic boronates, which were coupled with organohalides in a Suzuki−Miyaura sequence. By this process allylic and vinylic silabutadiene derivatives

  本文介绍了一种有效的碳-碳键形成反应，该反应基于未活化烯烃的碳-氢键官能化。此过程基于铱催化烯烃的硼化反应，然后进行碳-碳键形成反应，从而原位生成烯丙基和乙烯基硼酸酯。对于环烯烃，可以有效地控制碳氢键官能化的选择性。通过使用添加剂，例如甲基咪唑和DBU，铱催化的硼酸酯化反应会生成烯丙基硼酸酯，后者与醛按一锅法反应生成立体定义的均烯丙基醇。没有添加剂以及无环底物的环烯烃会生成乙烯基硼酸酯，并以Suzuki-Miyaura序列与有机卤化物偶联。通过该方法，可以从烯丙基硅烷制备具有优异的区域选择性和立体选择性的烯丙基和乙烯基的硅丁二烯衍生物。通过同位素标记实验，测量动力学同位素效应以及研究添加剂对工艺选择性的影响，探索了基于硼化反应的碳氢键官能化机理。可以得出结论，该反应是通过脱氢硼化反应机理进行的，该机理显示出与钯催化的Heck偶联反应相似的特征。测量动力学同位素效应并研究添加剂对工艺选择性的
• Cyclohexynes as intermediates in a novel endo-cyclization of alkynylzincates derived from 5-hexynyl tosylates
  作者：Toshiro Harada、Takeshi Otani、Akira Oku

  DOI：10.1016/s0040-4039(97)00481-4

  日期：1997.4

  The pi-type endo-cyclization of metal acetylides to form cyclohexynes was observed for the first time in the reaction of alkynylzincates derived from 5-hexynyl tosylates. The endo-cyclization took place in competition with exo-cyclization, leading to the formation of 1-(cyclopentylidene)alkylzincs. (C) 1997 Elsevier Science Ltd.
• An Acid-Catalyzed Formal Allylic C−H Oxidation of Aryl Cycloalkenes with <i>N</i>-Propylthiosuccinimide
  作者：Deshun Huang、Haining Wang、Huan Guan、Hu Huang、Yian Shi

  DOI：10.1021/ol200261a

  日期：2011.3.18

  A mild acid-catalyzed formal allylic C-H oxidation of aryl cycloalkenes with N-propylthlosuccinimide in the presence of various nucleophiles to generate allylic ethers, esters, and sulfonamides is described. A possible reaction mechanism has been proposed.