8-Fluoro-10-nitro-3-phenyl-5,6-dihydroimidazo[5,1-a]isoquinoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 8-Fluoro-10-nitro-3-phenyl-5,6-dihydroimidazo[5,1-a]isoquinoline
• 化学式: C₁₃H₁₀ClOPol
• 分子量: 309.29
• InChiKey: IUGZDFHNFRRXEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  63.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙酰溴 、 8-Fluoro-10-nitro-3-phenyl-5,6-dihydroimidazo[5,1-a]isoquinoline 在 lithium bromide 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 乙酸-4-氯苯酯
  参考文献：
  名称：

  Counterattack Mode Differential Acetylative Deprotection of Phenylmethyl Ethers: Applications to Solid Phase Organic Reactions

  摘要：

  A counterattack protocol for differential acetylative cleavage of phenylmethyl ether has been developed. The phenylmethyl moiety is liberated as benzyl bromide that is isolated and reused providing advantages in terms of waste minimization/utilization and atom economy. The applicability of this methodology has been extended for solid phase organic reactions with the feasibility of reuse of the solid support.

  DOI：

  10.1021/jo801659g
• 作为产物：
  描述：

  4-溴-2-(二氟甲基)噻吩 、 对氯苯酚 在 N-甲基吡咯烷酮 、 potassium carbonate 作用下， 反应 28.0h， 生成 8-Fluoro-10-nitro-3-phenyl-5,6-dihydroimidazo[5,1-a]isoquinoline
  参考文献：
  名称：

  Counterattack Mode Differential Acetylative Deprotection of Phenylmethyl Ethers: Applications to Solid Phase Organic Reactions

  摘要：

  A counterattack protocol for differential acetylative cleavage of phenylmethyl ether has been developed. The phenylmethyl moiety is liberated as benzyl bromide that is isolated and reused providing advantages in terms of waste minimization/utilization and atom economy. The applicability of this methodology has been extended for solid phase organic reactions with the feasibility of reuse of the solid support.

  DOI：

  10.1021/jo801659g

文献信息

• A Novel One-Step Synthesis of Imidazo[5,1-<i>a</i>]isoquinolines via a Tandem Pd-Catalyzed Alkylation−Direct Arylation Sequence
  作者：Farnaz Jafarpour、Parvaneh T. Ashtiani

  DOI：10.1021/jo802584f

  日期：2009.2.6

  A palladium-catalyzed/norbornene-mediated one-step synthesis of highly functionalized imidazoles via a sequential alkyl-aryl and aryl-heteroaryl bond formation is devised. This method provides an efficient route to a wide variety of substituted imidazo[5,1-a]isoquinolines from readily accessible N-bromoalkyl imidazoles and aryl iodides.