(E)-7-methoxy-3-styryl-2H-chromen-2-one | 1335209-28-3

• 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: (E)-7-methoxy-3-styryl-2H-chromen-2-one
• 英文别名: (E)-7-methoxy-3-styrylcoumarin；7-methoxy-3-[(E)-2-phenylethenyl]chromen-2-one
• CAS: 1335209-28-3
• 化学式: C₁₈H₁₄O₃
• 分子量: 278.307
• InChiKey: VHMJAGBFYQYIHM-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-formyl-5-methoxyphenyl but-3-enoate 在 potassium tert-butylate 、 sodium acetate 、 palladium diacetate 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 (E)-7-methoxy-3-styryl-2H-chromen-2-one
  参考文献：
  名称：

  Convenient Synthesis of 3-Vinyl and 3-Styryl Coumarins

  摘要：

  A variety of 2-hydroxy aldehydes on reaction with 3-butenoic acid afford in a one-pot reaction the corresponding 3-vinylcoumarins. As expected, extension of the delocalized pi-electron system accomplished by Heck coupling reactions with aryl halides results in an increased fluorescence of the compounds whose applicability is yet to be established.

  DOI：

  10.1021/ol201983u

文献信息

• Regioselective palladium-catalyzed olefination of coumarinsvia aerobic oxidative Heck reactions
  作者：Minsik Min、Yechan Kim、Sungwoo Hong

  DOI：10.1039/c2cc37676h

  日期：——

  Pd-catalyzed oxidative Heck reactions of coumarins were developed via simultaneous C–H functionalization at the C3 position of coumarins under aerobic conditions.

  在有氧条件下，通过同时在香豆素的C3位置进行C-H功能化，开发了钯催化的香豆素氧化性HECK反应。
• Convenient Synthesis of 3-Vinyl and 3-Styryl Coumarins
  作者：Joana Gordo、João Avó、A. Jorge Parola、João C. Lima、António Pereira、Paula S. Branco

  DOI：10.1021/ol201983u

  日期：2011.10.7

  A variety of 2-hydroxy aldehydes on reaction with 3-butenoic acid afford in a one-pot reaction the corresponding 3-vinylcoumarins. As expected, extension of the delocalized pi-electron system accomplished by Heck coupling reactions with aryl halides results in an increased fluorescence of the compounds whose applicability is yet to be established.