6-methyl-2-[2-(7-methyl-2-oxo-2H-chromen-4-yl)ethenyl]-4H-chromen-4-one | 1070332-75-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6-methyl-2-[2-(7-methyl-2-oxo-2H-chromen-4-yl)ethenyl]-4H-chromen-4-one
• 英文别名: 7-methyl-4-[(E)-2-(6-methyl-4-oxochromen-2-yl)ethenyl]chromen-2-one
• CAS: 1070332-75-0
• 化学式: C₂₂H₁₆O₄
• 分子量: 344.367
• InChiKey: RATHCCFLIHYYOW-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-methyl-4-oxo-4H-chromen-2-carbaldehyde 、 (7-甲基-2-氧代-2H-吡喃-4-基)乙酸 在 乙酸酐 、 potassium carbonate 作用下， 反应 2.0h， 以90%的产率得到6-methyl-2-[2-(7-methyl-2-oxo-2H-chromen-4-yl)ethenyl]-4H-chromen-4-one
  参考文献：
  名称：

  Convenient synthesis and unusual reactivity of 2-oxo-2H,5H-pyrano[3,2-c]chromenes

  摘要：

  The reaction of 4-oxo-4H-chromen-3-carbaldehydes with coumarin-4-acetic acids under the Perkin conditions follows an interesting pathway that involves aldol reaction and subsequent intramolecular lactonization to afford 2-oxo-2H,5H-pyrano[3,2-c]chromene skeleton. In contrast to chromone-3-carbaldehydes, the same reaction with chromone-2-carbaldehydes yielded only the aldol condensation product. The reaction was performed under thermal and microwave conditions. The reactivity of 2-oxo2H,5H-pyrano[3,2-c]chromenes in water, alcohol and acetic acid was described. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.07.032