8,11-dihydro-2H-oxepino[2,3-h]chromen-2-one | 1350972-01-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噁庚英
• 英文名称: 8,11-dihydro-2H-oxepino[2,3-h]chromen-2-one
• 英文别名: 8,11-Dihydro-2H-oxepino[2,3-h]chromen-2-one (7a)；8,11-dihydropyrano[2,3-g][1]benzoxepin-2-one
• CAS: 1350972-01-8
• 化学式: C₁₃H₁₀O₃
• 分子量: 214.221
• InChiKey: LYLICTOPCYPVSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 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：

  7-allyloxycoumarin 在 Grubbs catalyst first generation 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙二醇 、 丙酮 为溶剂， 反应 35.0h， 生成 8,11-dihydro-2H-oxepino[2,3-h]chromen-2-one
  参考文献：
  名称：

  Synthesis and biological evaluation of fused oxepinocoumarins as free radicals scavengers

  摘要：

  Some fused dihydrooxepino[f]-, [g]-, and [h]coumarins were obtained from the ring-closing metathesis of the corresponding o-allyl-allyloxycoumarins under the treatment with the first generation Grubbs' catalyst. These compounds were tested in vitro for their antioxidant activity, and they present significant scavenging activity. They were also showed to inhibit in vitro soybean lipoxygenase.

  DOI：

  10.3109/14756366.2011.555944

文献信息

• Ring-closing-metathesis-based synthesis of annellated coumarins from 8-allylcoumarins
  作者：Christiane Schultze、Bernd Schmidt

  DOI：10.3762/bjoc.14.278

  日期：——

  conveniently accessible through a microwave-promoted tandem Claisen rearrangement/Wittig olefination/cyclization sequence. They serve as a versatile platform for the annellation of five- to seven-membered rings using ring-closing olefin metathesis (RCM). Furano-, pyrano-, oxepino- and azepinocoumarins were synthesized from the same set of precursors using Ru-catalyzed double bond isomerizations and RCM in a defined

  可通过微波促进的串联克莱森重排/维蒂希烯化/环化序列方便地获得8-烯丙基香豆素。它们是使用闭环烯烃复分解（RCM）进行五元至七元环环合的通用平台。使用Ru催化的双键异构化和RCM按定义的顺序，从同一组前体中合成呋喃并，吡喃并，氧杂环丁烷和氮杂环庚烷香豆素。一类产品吡喃并[2,3-f]亚甲基-2,8-二酮无法通过丙烯酸酯的直接RCM获得，但可通过辅助串联催化RCM /烯丙基氧化序列从类似的烯丙基醚获得。