1-(4-tert-butylcyclohex-1-enyl)-2-methylbenzene | 273937-88-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-(4-tert-butylcyclohex-1-enyl)-2-methylbenzene
• 英文别名: 4-t-butyl-1-(2-methylphenyl)cyclohexene；1-o-tolyl-4-t-butylcyclohexene；1-(4-Tert-butylcyclohexen-1-yl)-2-methylbenzene；1-(4-tert-butylcyclohexen-1-yl)-2-methylbenzene
• CAS: 273937-88-5
• 化学式: C₁₇H₂₄
• 分子量: 228.378
• InChiKey: PCQLURUYPHQSLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-丙炔-1-醇 、 1-(4-tert-butylcyclohex-1-enyl)-2-methylbenzene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 为溶剂， 以76%的产率得到2-bromo-4-t-butyl-1-propargyloxy-1-(2-methylphenyl)cyclohexane
  参考文献：
  名称：

  通过分子内自由基环化反应合成具有部分速宁类似物和呋喃喃喃糖酮的部分骨架的7a-芳基-5-叔丁基-3-亚甲基八氢苯并呋喃

  摘要：

  双环octahydrobenzofuran衍生物（1C-6C具有山道年的部分骨架）（7），11,13-dehydroisohyposantonin（8），dihydrosesamin（9）和落叶松（10）已经通过以良好的收率的分子内环化基团的合成通过前体即。，以高度区域/立体选择性的方式获得的反式双轴溴丙炔醚（1b-6b）。

  DOI：

  10.1002/jhet.5570440422
• 作为产物：
  描述：

  2-甲基苯硼酸 、 1-trifluoromethanesulfonyloxy-4-t-butylcyclohexene 在 palladium diacetate 、 三环己基膦 potassium fluoride 、 4-tert-butylphenyl triflate 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以96%的产率得到1-(4-tert-butylcyclohex-1-enyl)-2-methylbenzene
  参考文献：
  名称：

  Versatile Catalysts for the Suzuki Cross-Coupling of Arylboronic Acids with Aryl and Vinyl Halides and Triflates under Mild Conditions

  摘要：

  Through the use of Pd-2(dba)(3)/P(t-Bu)(3) as a catalyst, a wide range of aryl and vinyl halides, including chlorides, undergo Suzuki cross-coupling with arylboronic acids in very good yield, typically at room temperature; through use of Pd(OAc)(2)/PCy3, a diverse array of aryl and vinyl triflates react cleanly at room temperature. Together, these two catalyst systems cover a broad spectrum of commonly encountered substrates for Suzuki couplings. Furthermore, they display novel reactivity patterns, such as the selective cross-coupling by Pd-2(dba)(3)/P(t-Bu)(3) of an aryl chloride in preference to an aryl triflate, and they can be used at low lending, even for reactions of aryl chlorides. Preliminary mechanistic work indicates that a palladium monophosphine complex is the active catalyst in the cross-coupling of aryl halides.

  DOI：

  10.1021/ja0002058

文献信息

• A Ligand Free and Room Temperature Protocol for Pd-Catalyzed Kumada−Corriu Couplings of Unactivated Alkenyl Phosphates
  作者：Delphine Gauthier、Stephan Beckendorf、Thomas M. Gøgsig、Anders T. Lindhardt、Troels Skrydstrup

  DOI：10.1021/jo900098a

  日期：2009.5.1

  Kumada-Corriu cross-couplings of nonactivated cyclic and acyclic vinyl phosphates with aryl magnesium reagents afforded a series of 1,1-disubtituted alkenes in good yields for most cases when the reactions were performed at room temperature with the simple palladium salt, PdCl2, without the presence of phosphine ligands.