2,3-diethylbenzo[b]oxepine | 1510865-05-0

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2,3-diethylbenzo[b]oxepine
• CAS: 1510865-05-0
• 化学式: C₁₄H₁₆O
• 分子量: 200.28
• InChiKey: VAXCFYRPVQZQBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.17
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  水杨醛 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 potassium tert-butylate 、 copper(II) acetate monohydrate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 2,3-diethylbenzo[b]oxepine
  参考文献：
  名称：

  Straightforward Assembly of Benzoxepines by Means of a Rhodium(III)-Catalyzed C–H Functionalization of o-Vinylphenols

  摘要：

  Readily available o-vinylphenols undergo a formal (5 + 2) cycloaddition to alkynes when treated with catalytic amounts of [Cp*RhCl2](2) and Cu(OAc)(2). The reaction, which involves the cleavage of the terminal C-H bond of the alkenyl moiety, generates highly valuable benzoxepine skeletons in a practical, versatile, and atom-economical manner. Using carbon monoxide instead of an alkyne as reaction partner leads to coumarin products which formally result from a (5 + 1) cycloaddition.

  DOI：

  10.1021/ja410538w

文献信息

• Rh(<scp>iii</scp>)-catalyzed (5 + 2)-cycloaddition reactions of <i>ortho</i>-hydroxyethyl phenols with internal alkynes: efficient synthesis of benzoxepines
  作者：Pratiksha Bhorali、Jyotshna Phukon、Sanjib Gogoi

  DOI：10.1039/d3ob00170a

  日期：——

  An unprecedented (5 + 2)-cycloaddition reaction of ortho-hydroxyethyl phenol and internal alkyne was developed. This Rh(III)-catalyzed reaction provided benzoxepine derivatives which have very high biological significance. A wide range of ortho-hydroxyethyl phenols and internal alkynes were studied to provide the benzoxepines in high yields.

  开发了邻羟乙基苯酚和内炔烃的前所未有的 (5 + 2)-环加成反应。这种 Rh( III ) 催化的反应提供了具有非常高生物学意义的苯并氧庚因衍生物。研究了范围广泛的邻羟乙基苯酚和内部炔烃以提供高产率的苯并氧杂庚啶。