4-[2-(3,5-Dimethoxyphenyl)ethynyl]-4-hydroxycyclohexa-2,5-dien-1-one | 1193359-75-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[2-(3,5-Dimethoxyphenyl)ethynyl]-4-hydroxycyclohexa-2,5-dien-1-one
• CAS: 1193359-75-9
• 化学式: C₁₆H₁₄O₄
• 分子量: 270.285
• InChiKey: IKDODIWODYRILL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[2-(3,5-Dimethoxyphenyl)ethynyl]-4-hydroxycyclohexa-2,5-dien-1-one 在 氯化铂 作用下， 以 乙二醇二甲醚 为溶剂， 以85%的产率得到2-(3,5-dimethoxyphenyl)-5-hydroxybenzofuran
  参考文献：
  名称：

  A Direct Approach to 5-Hydroxybenzofurans via a Platinum-Catalyzed Domino Rearrangement/5-endo-dig Cyclization Reaction of Quinols

  摘要：

  A highly efficient and atom-economical construction of 2-substituted 5-hydroxybenzofurans was accomplished by employing a platinum-catalyzed domino dienone-phenol rearrangement/5-endo-dig cyclization reaction of quinols bearing alkynes.

  DOI：

  10.1021/jo901937u
• 作为产物：
  描述：

  3,5-二甲氧基苯乙炔 、 对苯醌 在 正丁基锂 、 水 、 氯化铵 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 4-[2-(3,5-Dimethoxyphenyl)ethynyl]-4-hydroxycyclohexa-2,5-dien-1-one
  参考文献：
  名称：

  A Direct Approach to 5-Hydroxybenzofurans via a Platinum-Catalyzed Domino Rearrangement/5-endo-dig Cyclization Reaction of Quinols

  摘要：

  A highly efficient and atom-economical construction of 2-substituted 5-hydroxybenzofurans was accomplished by employing a platinum-catalyzed domino dienone-phenol rearrangement/5-endo-dig cyclization reaction of quinols bearing alkynes.

  DOI：

  10.1021/jo901937u

文献信息

• Catalyst-free synthesis of 4-alkynylazobenzenes from quinols
  作者：Sukhyun Yoon、Youngeun Jung、Ikyon Kim

  DOI：10.1016/j.tetlet.2017.03.027

  日期：2017.4

  A catalyst-free and environmently benign synthesis of highly conjugated 4-alkynylazoaromatic compounds from quinols having an alkyne is described. Formation of hydrazones by preferential condensation of quinols bearing many sensitive functional groups with mono-substituted hydrazines followed by dehydration under mild reaction conditions is the key to success of this method.

  描述了由具有炔烃的喹诺醇无催化剂且环境友好地合成高度共轭的4-炔基偶氮芳族化合物。该方法成功的关键是，通过将带有多个敏感官能团的喹啉与单取代肼优先缩合，然后在温和的反应条件下脱水，形成。
• A Direct Approach to 5-Hydroxybenzofurans via a Platinum-Catalyzed Domino Rearrangement/5-<i>endo</i>-<i>dig</i> Cyclization Reaction of Quinols
  作者：Ikyon Kim、Kyungsun Kim、Jungeun Choi

  DOI：10.1021/jo901937u

  日期：2009.11.6

  A highly efficient and atom-economical construction of 2-substituted 5-hydroxybenzofurans was accomplished by employing a platinum-catalyzed domino dienone-phenol rearrangement/5-endo-dig cyclization reaction of quinols bearing alkynes.