(1E)-1,7-diphenylocta-1,7-dien-4-yn-3-one | 1401316-22-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (1E)-1,7-diphenylocta-1,7-dien-4-yn-3-one
• CAS: 1401316-22-0
• 化学式: C₂₀H₁₆O
• 分子量: 272.346
• InChiKey: WPISFPWAUOLDCN-FOCLMDBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1E)-1,7-diphenylocta-1,7-dien-4-yn-3-one 在 碘 作用下， 以 甲醇 为溶剂， 以62%的产率得到(E)-4-iodo-3-methoxy-5-styryl-1,1′-biphenyl
  参考文献：
  名称：

  Divergent Synthesis of Benzene Derivatives: Brønsted Acid Catalyzed and Iodine-Promoted Tandem Cyclization of 5,2-Enyn-1-ones

  摘要：

  Highly substituted benzene derivatives, including alkoxy-, iodoalkoxy-, and diiodo-substituted benzenes, can be selectively synthesized via Bronsted acid catalyzed and iodine-promoted tandem carbocyclization respectively. This reaction involved a direct process for C C bond formation from 5,2-enyn-1-ones, and different reaction systems (Bronsted acids/electrophiles with solvents) afforded different substituted benzenes. Furthermore, the halogenated moiety and alkoxy group can be readily introduced into the benzene in a position which has not been easily obtained previously.

  DOI：

  10.1021/jo301567p
• 作为产物：
  描述：

  (E)-1-phenylpent-1-en-4-yn-3-ol 在 manganese(IV) oxide 、 copper(l) iodide 、 四丁基溴化铵 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.25h， 生成 (1E)-1,7-diphenylocta-1,7-dien-4-yn-3-one
  参考文献：
  名称：

  Divergent Synthesis of Benzene Derivatives: Brønsted Acid Catalyzed and Iodine-Promoted Tandem Cyclization of 5,2-Enyn-1-ones

  摘要：

  Highly substituted benzene derivatives, including alkoxy-, iodoalkoxy-, and diiodo-substituted benzenes, can be selectively synthesized via Bronsted acid catalyzed and iodine-promoted tandem carbocyclization respectively. This reaction involved a direct process for C C bond formation from 5,2-enyn-1-ones, and different reaction systems (Bronsted acids/electrophiles with solvents) afforded different substituted benzenes. Furthermore, the halogenated moiety and alkoxy group can be readily introduced into the benzene in a position which has not been easily obtained previously.

  DOI：

  10.1021/jo301567p

文献信息

• Divergent Synthesis of Benzene Derivatives: Brønsted Acid Catalyzed and Iodine-Promoted Tandem Cyclization of 5,2-Enyn-1-ones
  作者：Fang Yang、Yi-Feng Qiu、Ke-Gong Ji、Yan-Ning Niu、Shaukat Ali、Yong-Min Liang

  DOI：10.1021/jo301567p

  日期：2012.10.19

  Highly substituted benzene derivatives, including alkoxy-, iodoalkoxy-, and diiodo-substituted benzenes, can be selectively synthesized via Bronsted acid catalyzed and iodine-promoted tandem carbocyclization respectively. This reaction involved a direct process for C C bond formation from 5,2-enyn-1-ones, and different reaction systems (Bronsted acids/electrophiles with solvents) afforded different substituted benzenes. Furthermore, the halogenated moiety and alkoxy group can be readily introduced into the benzene in a position which has not been easily obtained previously.