3-{(E)-[(3,4,5-Trimethoxyphenyl)methylidene]amino}-2H-1-benzopyran-2-one | 821783-29-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-{(E)-[(3,4,5-Trimethoxyphenyl)methylidene]amino}-2H-1-benzopyran-2-one
• 英文别名: 3-[(3,4,5-trimethoxyphenyl)methylideneamino]chromen-2-one
• CAS: 821783-29-3
• 化学式: C₁₉H₁₇NO₅
• 分子量: 339.348
• InChiKey: ZAWRYGQEGVNMKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  66.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-{(E)-[(3,4,5-Trimethoxyphenyl)methylidene]amino}-2H-1-benzopyran-2-one 、 methyl 1-benzyl-2-methyl-4-phenyl-1,4-dihydropyridine-3-carboxylate 在 ytterbium(III) triflate 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以0.566 g的产率得到methyl 1-benzyl-2-methyl-7-oxo-4-phenyl-5-(3,4,5-trimethoxyphenyl)-4,4a,5,6,7,12c-hexahydro-1H-chromeno[3,4-h][1,6]naphthyridine-3-carboxylate
  参考文献：
  名称：

  Exploration of C5–C6-Unsubstituted 1,4-Dihydropyridines for the Construction of exo-Hexahydro-1H-chromeno[3,4-h][1,6]naphthyridine-3-carboxylates Using a Stereoselective Povarov Reaction

  摘要：

  A wide variety of substituted exo-hexahydro-1H-chromeno[3,4-h][1,6]naphthyridine-3-carboxylate derivatives have been synthesized from 3-aminocoumarins, aldehydes, and 5,6-unsubstituted 1,4-dihydropyridine derivatives in the presence of 10 mol% of ytterbium(III) triflate in acetonitrile at room temperature using a one-pot Povarov reaction. Some of the salient features of this protocol are: good yields and no need for an aqueous workup procedure or chromatographic separation.

  DOI：

  10.1055/s-0034-1380431
• 作为产物：
  描述：

  3-氨基香豆素 、 3,4,5-三甲氧基苯甲醛 在 ytterbium(III) triflate 作用下， 以 乙腈 为溶剂， 反应 0.17h， 生成 3-{(E)-[(3,4,5-Trimethoxyphenyl)methylidene]amino}-2H-1-benzopyran-2-one
  参考文献：
  名称：

  Exploration of C5–C6-Unsubstituted 1,4-Dihydropyridines for the Construction of exo-Hexahydro-1H-chromeno[3,4-h][1,6]naphthyridine-3-carboxylates Using a Stereoselective Povarov Reaction

  摘要：

  A wide variety of substituted exo-hexahydro-1H-chromeno[3,4-h][1,6]naphthyridine-3-carboxylate derivatives have been synthesized from 3-aminocoumarins, aldehydes, and 5,6-unsubstituted 1,4-dihydropyridine derivatives in the presence of 10 mol% of ytterbium(III) triflate in acetonitrile at room temperature using a one-pot Povarov reaction. Some of the salient features of this protocol are: good yields and no need for an aqueous workup procedure or chromatographic separation.

  DOI：

  10.1055/s-0034-1380431

文献信息

• Exploration of C5–C6-Unsubstituted 1,4-Dihydropyridines for the Construction of exo-Hexahydro-1H-chromeno[3,4-h][1,6]naphthyridine-3-carboxylates Using a Stereoselective Povarov Reaction
  作者：Abu Khan、Kobirul Islam、Deb Das、Ejaz Akram

  DOI：10.1055/s-0034-1380431

  日期：——

  A wide variety of substituted exo-hexahydro-1H-chromeno[3,4-h][1,6]naphthyridine-3-carboxylate derivatives have been synthesized from 3-aminocoumarins, aldehydes, and 5,6-unsubstituted 1,4-dihydropyridine derivatives in the presence of 10 mol% of ytterbium(III) triflate in acetonitrile at room temperature using a one-pot Povarov reaction. Some of the salient features of this protocol are: good yields and no need for an aqueous workup procedure or chromatographic separation.