5,6-Dimethoxy-1-(4-methoxyphenyl)-1,3-dihydroisoindole-2-carbaldehyde | 1167430-65-0

• 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: 5,6-Dimethoxy-1-(4-methoxyphenyl)-1,3-dihydroisoindole-2-carbaldehyde
• CAS: 1167430-65-0
• 化学式: C₁₈H₁₉NO₄
• 分子量: 313.353
• InChiKey: POAQBGIKWSQARN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,6-Dimethoxy-1-(4-methoxyphenyl)-1,3-dihydroisoindole-2-carbaldehyde 在 盐酸 作用下， 以 水 为溶剂， 以100%的产率得到5,6-dimethoxy-1-(4-methoxyphenyl)-2,3-dihydro-1H-isoindole
  参考文献：
  名称：

  Facile Synthesis of 1-Aryl-2,3-dihydro-1H-isoindoles by Cyclization of N-Formyliminium Ion via Geometrically Disfavored 5-Endo-trig Process

  摘要：

  Synthesis of 1-aryl-2,3-dihydro-1H-isoindoles (isoindolines) (10) was achieved in a highly effective mariner via acid catalyzed cyclization of N-formyliminium ion (8) obtained from 2,3-dimethoxybenzylamine and carbonyl compounds with acetic-formic anhydride under a one pot procedure. This Pictet-Spengler type reaction provides a convenient method for preparing 1-arylisoindolines.

  DOI：

  10.3987/com-08-11621
• 作为产物：
  描述：

  (3,4-Dimethoxyphenyl)methyl-formyl-[(4-methoxyphenyl)methylidene]azanium 在 三氟乙酸 作用下， 反应 3.0h， 生成 5,6-Dimethoxy-1-(4-methoxyphenyl)-1,3-dihydroisoindole-2-carbaldehyde
  参考文献：
  名称：

  Facile Synthesis of 1-Aryl-2,3-dihydro-1H-isoindoles by Cyclization of N-Formyliminium Ion via Geometrically Disfavored 5-Endo-trig Process

  摘要：

  Synthesis of 1-aryl-2,3-dihydro-1H-isoindoles (isoindolines) (10) was achieved in a highly effective mariner via acid catalyzed cyclization of N-formyliminium ion (8) obtained from 2,3-dimethoxybenzylamine and carbonyl compounds with acetic-formic anhydride under a one pot procedure. This Pictet-Spengler type reaction provides a convenient method for preparing 1-arylisoindolines.

  DOI：

  10.3987/com-08-11621

文献信息

• Facile Synthesis of 1-Aryl-2,3-dihydro-1H-isoindoles by Cyclization of N-Formyliminium Ion via Geometrically Disfavored 5-Endo-trig Process
  作者：Yoshie Horiguchi、Michikazu Kitabatake、Toshiaki Saitoh、Takehiro Sano

  DOI：10.3987/com-08-11621

  日期：——

  Synthesis of 1-aryl-2,3-dihydro-1H-isoindoles (isoindolines) (10) was achieved in a highly effective mariner via acid catalyzed cyclization of N-formyliminium ion (8) obtained from 2,3-dimethoxybenzylamine and carbonyl compounds with acetic-formic anhydride under a one pot procedure. This Pictet-Spengler type reaction provides a convenient method for preparing 1-arylisoindolines.