4-(p-methoxyphenyl)-3-<(p-methoxyphenyl)methyl>-2,6-diphenylpyridine | 136879-61-3

• 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
• 英文名称: 4-(p-methoxyphenyl)-3-<(p-methoxyphenyl)methyl>-2,6-diphenylpyridine
• 英文别名: 4-(4-methoxyphenyl)-3-[(4-methoxyphenyl)methyl]-2,6-diphenylpyridine；3-(4-methoxybenzyl)-4-(4-methoxyphenyl)-2,6-diphenylpyridine
• CAS: 136879-61-3
• 化学式: C₃₂H₂₇NO₂
• 分子量: 457.572
• InChiKey: SBTLLDNCHIZLDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-3-(4-甲氧基苯基)-1-苯基-丙-2-烯-1-酮 在 Bi(NO₃)3/ZnCl₂ on Al₂O₃ 尿素 作用下， 以 氯仿 为溶剂， 反应 0.33h， 以67%的产率得到4-(p-methoxyphenyl)-3-<(p-methoxyphenyl)methyl>-2,6-diphenylpyridine
  参考文献：
  名称：

  Novel solid-supported dimerization–heteroannulation of chalcones: simple and efficient synthesis of 2,4,6-triaryl-3-methylarylpyridines

  摘要：

  2,4,6-Triaryl-3-methylarylpyridines were obtained, in 60-70% yield, by a novel one-pot solventless solid-supported dimerization-heteroannulation reaction of chalcones and compounds possessing terminal -CONH2 functionality, at 125-135 degrees C, using immobilized Bi(III) nitrate and Zn(II) chloride as co-catalyst. Initially, chalcones were prepared, in nearly quantitative yield, by a modified aldol condensation, in neutral aqueous medium, in the presence of p-toluenesodium sulfonate. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.049

文献信息

• TMSOTf-mediated Kröhnke pyridine synthesis using HMDS as the nitrogen source under microwave irradiation
  作者：Chieh-Kai Chan、Yi-Hsiu Chung、Cheng-Chung Wang

  DOI：10.1039/d2ra00084a

  日期：——

  An efficient protocol for the preparation of pyridine skeletons has been successfully developed involving the TMSOTf/HMDS (trifluoromethanesulfonic acid/hexamethyldisilane) system for the intermolecular cyclization of chalcones under MW (microwave) irradiation conditions. This method provides a facile approach to synthesize 2,4,6-triaryl or 3-benzyl-2,4,6-triarylpyridines in good to excellent yields

  已经成功开发了一种制备吡啶骨架的有效方案，涉及 TMSOTf/HMDS（三氟甲磺酸/六甲基二硅烷）系统，用于在微波（微波）照射条件下进行查尔酮分子间环化。该方法提供了一种简便的方法来合成 2,4,6-三芳基或 3-苄基-2,4,6-三芳基吡啶，收率良好至优异。有趣的是，通过将酸添加剂改为Sn(OTf) 2获得了2,6-二氮杂双环[2.2.2]辛-2-烯核，并且使用X射线单晶衍射分析也证实了所需产物。
• Acid-Induced Dimerization Reactions of<i>N</i>-(Diphenylphosphinyl)-2-propenimines Leading to Pyridine Derivatives
  作者：Hidetaka Kakiuchi、Tomoshige Kobayashi、Hiroshi Kato

  DOI：10.1246/bcsj.64.2588

  日期：1991.8

  )-3-aryl-1-phenyl-2-propenimines with p-toluenesulfonic acid in heated xylene provided 4-aryl-2,6-diphenylpyridines and 4-aryl-3-arylmethyl-2,6-diphenylpyridines via an unprecedented dimerization reaction of the 2-propenimine.

  在加热的二甲苯中用对甲苯磺酸处理 N-(二苯基膦基)-3-芳基-1-苯基-2-丙烯亚胺提供 4-芳基-2,6-二苯基吡啶和 4-芳基-3-芳基甲基-2,6-二苯基吡啶通过前所未有的 2-丙烯亚胺二聚反应。
• Novel solid-supported dimerization–heteroannulation of chalcones: simple and efficient synthesis of 2,4,6-triaryl-3-methylarylpyridines
  作者：Anil K. Verma、Summon Koul、Ajay P.S. Pannu、Tej K. Razdan

  DOI：10.1016/j.tet.2007.06.049

  日期：2007.9

  2,4,6-Triaryl-3-methylarylpyridines were obtained, in 60-70% yield, by a novel one-pot solventless solid-supported dimerization-heteroannulation reaction of chalcones and compounds possessing terminal -CONH2 functionality, at 125-135 degrees C, using immobilized Bi(III) nitrate and Zn(II) chloride as co-catalyst. Initially, chalcones were prepared, in nearly quantitative yield, by a modified aldol condensation, in neutral aqueous medium, in the presence of p-toluenesodium sulfonate. (c) 2007 Elsevier Ltd. All rights reserved.