1-o-tolyl-cycloheptanol | 1179645-58-9

• 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-o-tolyl-cycloheptanol
• 英文别名: 1A-tolylcycloheptanol；1-(2-Methylphenyl)cycloheptan-1-ol
• CAS: 1179645-58-9
• 化学式: C₁₄H₂₀O
• 分子量: 204.312
• InChiKey: AUMMJACQRHEBKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-o-tolyl-cycloheptanol 在 对甲苯磺酸 作用下， 以 正己烷 为溶剂， 反应 12.0h， 以27.6 g的产率得到1-(2-甲基苯基)环庚烯
  参考文献：
  名称：

  Auto de-bromine-coupling reactions of 1-aryl-7-bromocycloheptenes

  摘要：

  Auto de-bromine-coupling reactions of 1-aryl-7-bromocycloheptenes to a new series of [7-6-6] tricyclic system were described. A variety of substituents at the para-position of the phenyl were amenable to this transformation, including electron-donating groups and halides. The presence of electron-donating groups resulted in a more efficient reaction, with higher yields than the case of halides. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.023
• 作为产物：
  描述：

  2-溴甲苯 、 环庚酮 在 碘 、 magnesium 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 1-o-tolyl-cycloheptanol
  参考文献：
  名称：

  Auto de-bromine-coupling reactions of 1-aryl-7-bromocycloheptenes

  摘要：

  Auto de-bromine-coupling reactions of 1-aryl-7-bromocycloheptenes to a new series of [7-6-6] tricyclic system were described. A variety of substituents at the para-position of the phenyl were amenable to this transformation, including electron-donating groups and halides. The presence of electron-donating groups resulted in a more efficient reaction, with higher yields than the case of halides. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.023

文献信息

• Oxidative lactonization of C(sp3)-H bond in methyl aromatic alcohols enabled by proton-coupled electron transfer
  作者：Shanyi Chen、Qihong Lai、Chao Liu、Hui Liu、Mingqiang Huang、Shunyou Cai

  DOI：10.1007/s11426-022-1283-7

  日期：2022.8

  Direct functionalization of inert C(sp3)-H bonds in pharmaceutically significant compounds is very important in modern synthetic organic chemistry. In this article, we disclose a practical and efficient method for the oxidative lactonization of benzylic C(sp3)-H bonds enabled by the synergistic interactions of organic dye-type rose bengal, n-Bu4N·Br, O2 and Na2HPO4 under visible light irradiation.

  在药学上显着的化合物中惰性 C(sp 3 )-H 键的直接官能化在现代合成有机化学中非常重要。在本文中，我们公开了一种通过有机染料型玫瑰红、n -Bu 4 N·Br、O 2和 Na的协同作用实现苄基 C(sp 3 )-H 键氧化内酯化的实用且有效的方法。 2高压氧4在可见光照射下。该反应不需要过渡金属催化剂或强氧化剂。已经合成了一系列结构多样的苯酞，具有优异的选择性和高官能团相容性。该反应在制备结构复杂的苯酞的后期应用证明了其合成效用。
• Auto de-bromine-coupling reactions of 1-aryl-7-bromocycloheptenes
  作者：Gon-Ann Lee、Hsin-Yi Lee、Wen-Chieh Wang、Chih-Hwa Cherng

  DOI：10.1016/j.tet.2014.03.023

  日期：2014.5

  Auto de-bromine-coupling reactions of 1-aryl-7-bromocycloheptenes to a new series of [7-6-6] tricyclic system were described. A variety of substituents at the para-position of the phenyl were amenable to this transformation, including electron-donating groups and halides. The presence of electron-donating groups resulted in a more efficient reaction, with higher yields than the case of halides. (C) 2014 Elsevier Ltd. All rights reserved.