1-Naphthalen-1-yl-5-phenylhex-5-en-2-yn-1-one | 1401316-28-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-Naphthalen-1-yl-5-phenylhex-5-en-2-yn-1-one
• 英文别名: 1-naphthalen-1-yl-5-phenylhex-5-en-2-yn-1-one
• CAS: 1401316-28-6
• 化学式: C₂₂H₁₆O
• 分子量: 296.368
• InChiKey: ZNODJGHSHYUPEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• 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：

  1-Naphthalen-1-yl-5-phenylhex-5-en-2-yn-1-one 在 碘 作用下， 以 硝基甲烷 为溶剂， 以43%的产率得到1-(4,5-diiodo-[1,1′-biphenyl]-3-yl)naphthalene
  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：

  在 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 生成 1-Naphthalen-1-yl-5-phenylhex-5-en-2-yn-1-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