2-(tetrahydropyran-3-yl)-4-methylquinoline | 67575-21-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(tetrahydropyran-3-yl)-4-methylquinoline
• 英文别名: 4-methyl-2-(tetrahydro-2H-pyran-3-yl)quinoline；4-methyl-2-tetrahydropyran-3-yl-quinoline；4-Methyl-2-(oxan-3-yl)quinoline
• CAS: 67575-21-7
• 化学式: C₁₅H₁₇NO
• 分子量: 227.306
• InChiKey: PAHBTRHTIIUVFB-UHFFFAOYSA-N

物化性质

• 沸点：
  387.8±30.0 °C(Predicted)
• 密度：
  1.107±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-甲基喹啉 、 tetrahydro-2H-pyran-3-carboxylic acid 在 2-吡啶甲酸 、 ferrous(II) sulfate heptahydrate 、 sodium bromate 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 24.0h， 以75%的产率得到2-(tetrahydropyran-3-yl)-4-methylquinoline
  参考文献：
  名称：

  Ligand-Accelerated Iron Photocatalysis Enabling Decarboxylative Alkylation of Heteroarenes

  摘要：

  A mild, practical protocol for the decarboxylative alkylation of heteroarenes has been accomplished via iron photocatalysis. A diverse range of carboxylic acids readily undergo oxidative decarboxylation and then couple with a broad array of heteroarenes in this transformation. The photoexcited state lifetimes of iron complexes are typically much shorter than those of iridium and ruthenium complexes. Here we describe our effort on iron photocatalysis by utilizing the intramolecular charge transfer pathway of iron-carboxylate complexes.

  DOI：

  10.1021/acs.orglett.9b01439

文献信息

• Oxidation of unsaturated aliphatic and arylalkyl alcohols by peroxydisulphate. Intramolecular cyclization of alkoxyl radicals
  作者：Angelo Clerici、Ombretta Porta

  DOI：10.1039/p29800001234

  日期：——

  Oxidation of unsaturated aliphatic and arylalkyl alcohols by the sodium peroxydisulphate–silver salt system has been studied. Both classes of alcohols lead to cyclic ethers through different pathways. The ratio of five- to six-membered cyclic ethers was established reliably by trapping the corresponding cyclic radicals with heteroaromatic bases. Since a general preference for the formation of the five-membered

  已经研究了过氧二硫酸钠-银盐体系对不饱和脂肪族和芳基烷基醇的氧化作用。两种类型的醇都通过不同的途径生成环状醚。通过用杂芳族碱捕获相应的环状基团，可以可靠地确定五元至六元环醚的比例。由于观察到普遍倾向于形成五元环，因此已经与其他氧化体系进行了比较。从合成的观点来看，获得的产物也是令人感兴趣的。
• Intra- and intermolecular free radical reactions of alcohols and olefines with peroxydisulphate. New homolytic aromatic alkylations.
  作者：A. Clerici、F. Minisci、K. Ogawa、J-M. Surzur

  DOI：10.1016/s0040-4039(01)94484-3

  日期：1978.1