2-(4-甲氧基苯基)-3,4,5,6-四丙基吡啶 | 440365-48-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2-(4-甲氧基苯基)-3,4,5,6-四丙基吡啶
• 英文名称: 2-(4-methoxyphenyl)-3,4,5,6-tetrapropyl pyridine
• 英文别名: 2-(4-Methoxyphenyl)-3,4,5,6-tetrapropylpyridine
• CAS: 440365-48-0
• 化学式: C₂₄H₃₅NO
• 分子量: 353.548
• InChiKey: YGQQFUQLWFKXPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 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：

  5,6-dipropyl-4-iododeca-(4Z,6E)-4,6-diene 在 六甲基磷酰三胺 、 叔丁基锂 作用下， 以 乙醚 、 正戊烷 为溶剂， 反应 2.5h， 生成 2-(4-甲氧基苯基)-3,4,5,6-四丙基吡啶
  参考文献：
  名称：

  Novel Cycloaddition of Nitriles with Monolithio- and Dilithiobutadienes

  摘要：

  Two novel and synthetically useful reaction patterns of organolithium compounds with nitriles are reported to afford pyridine derivatives as the final products. Both 1-lithio-1,3-dienes and 1,4-dilithio-1,3-dienes, which can be easily generated in situ by lithiation of their corresponding iodo compounds, react with nitriles in the presence of HMPA to form substituted pyridines including 2,2'-bipyridines and tetrahydroisoquinolines in high yields.

  DOI：

  10.1021/ja0262176

文献信息

• Diverse Reactions of 1,4-Dilithio-1,3-dienes with Nitriles: Facile Access to Tricyclic Δ1-Bipyrrolines, Multiply Substituted Pyridines, Siloles, and (Z,Z)-Dienylsilanes by Tuning of Substituents on the Butadienyl Skeleton
  作者：Nan Yu、Congyang Wang、Fei Zhao、Lantao Liu、Wen-Xiong Zhang、Zhenfeng Xi

  DOI：10.1002/chem.200701742

  日期：2008.6.20

  4-tetrasubstituted 1,4-dilithio-1,3-dienes (Type I) with four equivalents of various aromatic nitriles in the presence of hexamethylphosphoramide (HMPA) gives exclusively fully substituted pyridines in moderate to good yields. Similarly, trisubstituted pyridines can be prepared by the reaction of 2,3-dialkyl- or diaryl-substituted 1,4-dilithio-1,3-dienes (Type II) with nitriles. However, five- or six-membered-ring

  在六甲基磷酰胺（HMPA）存在下，将1,2,3,4-四取代的1,4-二硫代-1,3-二烯（I型）与四当量的各种芳族腈加成环化，可得到完全取代的吡啶，其中等至良品率高。类似地，三取代的吡啶可通过2，3-二烷基或二芳基取代的1，4-二硫代-1，3-二烯（II型）与腈反应制备。然而，五元或六元环稠合的2,3-二取代的1,4-二硫代-1,3-二烯（III型）与各种无α-氢原子的芳族和脂肪族腈反应，得到三环的Delta1-双吡咯啉高产。六元环稠合的2，3-二取代的1，4-二硫代-1，3-二烯（III型）与2-氰基吡啶的反应提供了相应的吡啶，没有观察到三环的Delta1-联吡咯啉。七元环稠合的二硫代二烯与PhCN或三甲基乙腈反应，以高收率提供相应的吡啶。当用Me3SiCN处理1,2,3,4-四取代的二硫代试剂（I型）时，很容易发生串联甲硅烷基化/分子内取代过程，生成甲硅烷基，而2,3-二取代的二硫代试剂（II和III型）反应）与Me
• Novel Cycloaddition of Nitriles with Monolithio- and Dilithiobutadienes
  作者：Jinglong Chen、Qiuling Song、Congyang Wang、Zhenfeng Xi

  DOI：10.1021/ja0262176

  日期：2002.6.1

  Two novel and synthetically useful reaction patterns of organolithium compounds with nitriles are reported to afford pyridine derivatives as the final products. Both 1-lithio-1,3-dienes and 1,4-dilithio-1,3-dienes, which can be easily generated in situ by lithiation of their corresponding iodo compounds, react with nitriles in the presence of HMPA to form substituted pyridines including 2,2'-bipyridines and tetrahydroisoquinolines in high yields.