8-乙基-2-氧代-1,2-二氢-3-喹啉甲醛 | 436088-08-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 8-乙基-2-氧代-1,2-二氢-3-喹啉甲醛
• 英文名称: 8-Ethyl-2-hydroxyquinoline-3-carbaldehyde
• 英文别名: 8-ethyl-2-oxo-1H-quinoline-3-carbaldehyde
• CAS: 436088-08-3
• 化学式: C₁₂H₁₁NO₂
• mdl: MFCD02587933
• 分子量: 201.225
• InChiKey: VDAPONMWAQCCMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  8-乙基-2-氧代-1,2-二氢-3-喹啉甲醛 在 indium 、 碘 、 碳酸氢钠 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成
  参考文献：
  名称：

  Synthesis of diastereomeric 2,4-disubstituted pyrano[2,3-b]quinolines from 3-formyl-2-quinolones through O–C bond formation via intramolecular electrophilic cyclization

  摘要：

  A number of 3-homoallyl-2-quinolones have been synthesized from 3-formyl-2-quinolones by reaction with allylindium bromide in aqueous DMF. Intramolecular electrophilic cyclization of these quinolones with iodine afforded either exclusively, or predominantly, racemic cis-diastereoisomers. Nucleophilic substitution reactions at the iodomethyl group afforded a mixture of tetracyclic products and unreacted racernic trans-diastereoisomer. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.127
• 作为产物：
  描述：

  2-氯-8-乙基喹啉-3-甲醛 在 溶剂黄146 作用下， 生成 8-乙基-2-氧代-1,2-二氢-3-喹啉甲醛
  参考文献：
  名称：

  Synthesis of diastereomeric 2,4-disubstituted pyrano[2,3-b]quinolines from 3-formyl-2-quinolones through O–C bond formation via intramolecular electrophilic cyclization

  摘要：

  A number of 3-homoallyl-2-quinolones have been synthesized from 3-formyl-2-quinolones by reaction with allylindium bromide in aqueous DMF. Intramolecular electrophilic cyclization of these quinolones with iodine afforded either exclusively, or predominantly, racemic cis-diastereoisomers. Nucleophilic substitution reactions at the iodomethyl group afforded a mixture of tetracyclic products and unreacted racernic trans-diastereoisomer. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.127

文献信息

• Synthesis of diastereomeric 2,4-disubstituted pyrano[2,3-b]quinolines from 3-formyl-2-quinolones through O–C bond formation via intramolecular electrophilic cyclization
  作者：Mrityunjay K. Singh、Atish Chandra、Bhawana Singh、Radhey M. Singh

  DOI：10.1016/j.tetlet.2007.06.127

  日期：2007.8

  A number of 3-homoallyl-2-quinolones have been synthesized from 3-formyl-2-quinolones by reaction with allylindium bromide in aqueous DMF. Intramolecular electrophilic cyclization of these quinolones with iodine afforded either exclusively, or predominantly, racemic cis-diastereoisomers. Nucleophilic substitution reactions at the iodomethyl group afforded a mixture of tetracyclic products and unreacted racernic trans-diastereoisomer. (c) 2007 Elsevier Ltd. All rights reserved.