1-phenyl-N-(2-phenylethenyl)methanimine | 64244-33-3

• 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-phenyl-N-(2-phenylethenyl)methanimine
• CAS: 64244-33-3
• 化学式: C₁₅H₁₃N
• 分子量: 207.275
• InChiKey: ROYNKBMUUQPQDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-phenyl-N-(2-phenylethenyl)methanimine 以 苯 为溶剂， 反应 30.0h， 生成 3-Ethyl-5-phenylpyridine
  参考文献：
  名称：

  Novel synthesis of 3,5-disubstituted pyridines by 1,4-cycloaddition of 1-aza-1,3-butadienes with enamines

  摘要：

  DOI：

  10.1021/jo00189a007
• 作为产物：
  描述：

  苯甲醛 、 Diethyl <<(triphenylphosphoranylidene)amino>methy>phosphonate 以76%的产率得到1-phenyl-N-(2-phenylethenyl)methanimine
  参考文献：
  名称：

  1,2- and 1,3-Monoazabisylides as novel synthons

  摘要：

  The 1,2- and 1,3-monoazabisylides (5 and 11, respectively) were prepared in situ by the reactions of 1-[[(triphenylphosphorylidene)amino]methyl]benzotriazole (betmip, 2) with diethyl phosphite anion and methylenetriphenylphosphorane, respectively, followed by treatment with butyllithium. The synthetic versatility of the new reagents 5 and 11 is illustrated by convenient methods for the preparation of isoquinoline, 2-azabutadienes,2,3-diarylpyrroles, and 2-(3H)-benzazepine.

  DOI：

  10.1021/jo00060a002

文献信息

• Multicomponent synthesis of substituted pyridines <i>via</i> a catalytic intermolecular aza-Wittig/Diels–Alder sequence
  作者：Mary E. Bayana、J. Steven Wailes、Stephen P. Marsden

  DOI：10.1039/d2ra05018h

  日期：——

  A three-component synthesis of polysubstituted pyridines has been developed, based upon the synthesis of 2-azadienes by a redox-neutral catalytic intermolecular aza-Wittig reaction and their subsequent Diels–Alder reactions. The two-pot process has been demonstrated using a range of aryl and heteroaromatic aldehydes, substituted α,β-unsaturated acids and push–pull enamines, to give rapid access to

  基于通过氧化还原中性催化分子间氮杂-维蒂希反应及其随后的狄尔斯-阿尔德反应合成 2-氮杂二烯，已经开发了多取代吡啶的三组分合成。使用一系列芳基和杂芳族醛、取代的 α,β-不饱和酸和推拉烯胺证明了两锅法，可以快速获得各种三取代和四取代的吡啶。
• α-Aminophosphonates: I. Synthesis of 2-Azadienes and Their Hydrolysis to Carbonyl Compounds
  作者：A. DEHNEL、J. P. FINET、G. LAVIELLE

  DOI：10.1055/s-1977-24449

  日期：——
• Novel synthesis of 3,5-disubstituted pyridines by 1,4-cycloaddition of 1-aza-1,3-butadienes with enamines
  作者：Mitsuo Komatsu、Shigeki Takamatsu、Masatoshi Uesaka、Shinji Yamamoto、Yoshiki Ohshiro、Toshio Agawa

  DOI：10.1021/jo00189a007

  日期：1984.7
• 1,2- and 1,3-Monoazabisylides as novel synthons
  作者：Alan R. Katritzky、Jinlong Jiang、John V. Greenhill

  DOI：10.1021/jo00060a002

  日期：1993.4

  The 1,2- and 1,3-monoazabisylides (5 and 11, respectively) were prepared in situ by the reactions of 1-[[(triphenylphosphorylidene)amino]methyl]benzotriazole (betmip, 2) with diethyl phosphite anion and methylenetriphenylphosphorane, respectively, followed by treatment with butyllithium. The synthetic versatility of the new reagents 5 and 11 is illustrated by convenient methods for the preparation of isoquinoline, 2-azabutadienes,2,3-diarylpyrroles, and 2-(3H)-benzazepine.