2-(4-methoxybenzyl)-3-((4-methoxybenzyl)amino)isoindolin-1-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(4-methoxybenzyl)-3-((4-methoxybenzyl)amino)isoindolin-1-one
• 英文别名: 2-[(4-methoxyphenyl)methyl]-3-[(4-methoxyphenyl)methylamino]-3H-isoindol-1-one
• 化学式: C₂₄H₂₄N₂O₃
• 分子量: 388.466
• InChiKey: ADANIFFPISVRPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  50.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-醛基苯甲酸甲酯 、 4-甲氧基苄胺 在 (异氰亚氨基)三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以87%的产率得到2-(4-methoxybenzyl)-3-((4-methoxybenzyl)amino)isoindolin-1-one
  参考文献：
  名称：

  N-Isocyaniminotriphenylphosphorane (Ph₃PNNC) as a metal-free catalyst for the synthesis of functionalized isoindoline-1-ones

  摘要：

  A novel application in the field of N-isocyaniminotriphenylphosphorane (Ph3PNNC) chemistry has been introduced in this work. A series of substituted isoindolin-1-one ring systems has been successfully synthesized through a novel and efficient multicomponent reaction of methyl 2-formylbenzoate and primary amines in the presence of N-isocyaniminotriphenylphosphorane (Ph3PNNC) as a catalyst. This one-pot three component reaction (3-CR) gives high yield using N-isocyaniminotriphenylphosphorane (Ph3PNNC) as a metal-free catalyst under mild conditions.

  DOI：

  10.1080/10426507.2015.1119142

文献信息

• Palladium-catalyzed synthesis of 3-(alkylamino)isoindolin-1-ones by carbonylative cyclization of 2-bromobenzaldehyde with primary amines
  作者：Chan Sik Cho、Li Hong Jiang、Dong Yub Lee、Sang Chul Shim、Hyung Soo Lee、Sung-Dong Cho

  DOI：10.1002/jhet.5570340446

  日期：1997.7

  2-Bromobenzaldehyde reacts with an excess of primary amines under a carbon monoxide in the presence of a catalytic amount of bis(triphenylphosphine)palladium(II) chloride together with triethylamine to give the corresponding 3-(alkylamino)isoindolin-1-ones in good yields.

  2-溴苯甲醛在催化量的双（三苯基膦）钯（II）和三乙胺的存在下，在一氧化碳下与过量的伯胺反应，得到相应的3-（烷基氨基）异吲哚啉-1-酮产量。
• <i>N</i>-Isocyaniminotriphenylphosphorane (Ph₃PNNC) as a metal-free catalyst for the synthesis of functionalized isoindoline-1-ones
  作者：Aram Rezaei、Ali Ramazani、Hamideh Ahankar、Bijan Ganjeie、Sang Woo Joo

  DOI：10.1080/10426507.2015.1119142

  日期：2016.6.2

  A novel application in the field of N-isocyaniminotriphenylphosphorane (Ph3PNNC) chemistry has been introduced in this work. A series of substituted isoindolin-1-one ring systems has been successfully synthesized through a novel and efficient multicomponent reaction of methyl 2-formylbenzoate and primary amines in the presence of N-isocyaniminotriphenylphosphorane (Ph3PNNC) as a catalyst. This one-pot three component reaction (3-CR) gives high yield using N-isocyaniminotriphenylphosphorane (Ph3PNNC) as a metal-free catalyst under mild conditions.