4-methoxy-N-methyl-2-vinylbenzamide | 153967-91-0

• 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: 4-methoxy-N-methyl-2-vinylbenzamide
• 英文别名: 2-ethenyl-4-methoxy-N-methylbenzamide
• CAS: 153967-91-0
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: XDIIHMCAIAYFJL-UHFFFAOYSA-N

物化性质

• 沸点：
  330.5±35.0 °C(Predicted)
• 密度：
  1.063±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-methoxy-N-methyl-2-vinylbenzamide 在 正丁基锂 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 9-Methoxy-5-methyl-11,12-dihydro-5H-benzo[c]phenanthridin-6-one
  参考文献：
  名称：

  A convenient synthesis of N-methyl-3-(2-ethenylphenyl)-1(2H)-isoquinolones, key models for the elaboration of the benzo[c]phenanthridinone and phenanthridine skeletons

  摘要：

  A variety of N-methyl-3-(2-ethenylphenyl)-1(2H)-isoquinolones 1a-e have been prepared by base-induced intramolecular cyclization of N-(2-ethenylbenzoyl)-N,2-dimethylbenzamide derivatives 2a-e. The concomitant formation of the fused dihydro benzo[c]phenanthridinones 7a-e was also observed during this process.

  DOI：

  10.1016/s0040-4039(00)61461-2
• 作为产物：
  描述：

  4,5-dihydro-2-(2',4'-dimethoxyphenyl)-4,4-dimethyloxazole 在 sodium hydroxide 、 草酰氯 、 碘甲烷 作用下， 生成 4-methoxy-N-methyl-2-vinylbenzamide
  参考文献：
  名称：

  A convenient synthesis of N-methyl-3-(2-ethenylphenyl)-1(2H)-isoquinolones, key models for the elaboration of the benzo[c]phenanthridinone and phenanthridine skeletons

  摘要：

  A variety of N-methyl-3-(2-ethenylphenyl)-1(2H)-isoquinolones 1a-e have been prepared by base-induced intramolecular cyclization of N-(2-ethenylbenzoyl)-N,2-dimethylbenzamide derivatives 2a-e. The concomitant formation of the fused dihydro benzo[c]phenanthridinones 7a-e was also observed during this process.

  DOI：

  10.1016/s0040-4039(00)61461-2

文献信息

• Cobalt(III)-Catalyzed C−H Activation: Counter Anion Triggered Desilylative Direct <i>ortho-</i> Vinylation of Secondary Benzamides
  作者：Nachimuthu Muniraj、Kandikere Ramaiah Prabhu

  DOI：10.1002/adsc.201800649

  日期：2018.9.17

  A Co(III)‐catalyzed counter anion triggered desilylative direct ortho‐vinylation of secondary benzamides is reported. The reaction furnishes the alkenylated product, exclusively, and no formation of the possible cyclic products was observed. Mechanistic studies suggest that the counter anion, [SbF6]−, plays a crucial role in the desilylation. The utility of alkynylsilanes instead of terminal alkynes

  据报道，Co（III）催化的抗衡阴离子引发了仲苯甲酰胺的脱甲硅烷基化的直接邻位乙烯基化。该反应仅提供烯基化产物，并且未观察到可能的环状产物的形成。机理研究表明，抗衡阴离子[SbF 6 ] -在去甲硅烷基化中起关键作用。事实证明，使用炔基硅烷代替末端炔烃是获得相应的乙烯基化产物的潜在且实用的方法。所开发的方法与各种功能组兼容。