1-(12-bromododecyl)-1H-4-imidazolecarbaldehyde

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(12-bromododecyl)-1H-4-imidazolecarbaldehyde
• 英文别名: 1-(12-Bromododecyl)imidazole-4-carbaldehyde
• 化学式: C₁₆H₂₇BrN₂O
• 分子量: 343.307
• InChiKey: IBAHKNZWXVNORN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  20
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(12-bromododecyl)-1H-4-imidazolecarbaldehyde 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 6.0h， 以70%的产率得到1-dodecyl-1H-4-imidazolecarbaldehyde
  参考文献：
  名称：

  Bu3SnH mediated oxidative radical cyclisation onto imidazoles and pyrroles

  摘要：

  A new protocol using radical cyclisation has been developed for the synthesis of [1,2-c]-fused imidazoles and [1,2-a]-fused pyrroles. The intermediate nucleophilic N-alkyl radicals, generated using Bu3SnH from N-(omega-bromoalkyl) or N-[omega-(phenylselanyl)alkyl] imidazoles and pyrroles, undergo regioselective radical cyclisation onto the azole rings followed by oxidative re-aromatisation, (C) 1999 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0040-4020(99)00419-6
• 作为产物：
  描述：

  1,12-二溴十二烷 、 4-咪唑甲醛 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以77%的产率得到1-(12-bromododecyl)-1H-4-imidazolecarbaldehyde
  参考文献：
  名称：

  Oxidative radical cyclisations onto imidazoles and pyrroles using Bu3SnH

  摘要：

  Oxidative radical cyclisation using Bu3SnH has been used for the synthesis of [1,2-c]-fused imidazoles and [1,2-a]-fused pyrroles from imidazolecarbaldehydes and acylpyrroles respectively. The intermediate nucleophilic N-alkyl radicals cyclise onto imidazole and pyrrole rings followed by oxidative re-aromatisation. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10052-1

文献信息

• Oxidative radical cyclisations onto imidazoles and pyrroles using Bu3SnH
  作者：Fawaz Aldabbagh、W.Russell Bowman、Emma Mann

  DOI：10.1016/s0040-4039(97)10052-1

  日期：1997.11

  Oxidative radical cyclisation using Bu3SnH has been used for the synthesis of [1,2-c]-fused imidazoles and [1,2-a]-fused pyrroles from imidazolecarbaldehydes and acylpyrroles respectively. The intermediate nucleophilic N-alkyl radicals cyclise onto imidazole and pyrrole rings followed by oxidative re-aromatisation. (C) 1997 Elsevier Science Ltd.
• Bu3SnH mediated oxidative radical cyclisation onto imidazoles and pyrroles
  作者：Fawaz Aldabbagh、W.Russell Bowman、Emma Mann、Alexandra M.Z. Slawin

  DOI：10.1016/s0040-4020(99)00419-6

  日期：1999.6

  A new protocol using radical cyclisation has been developed for the synthesis of [1,2-c]-fused imidazoles and [1,2-a]-fused pyrroles. The intermediate nucleophilic N-alkyl radicals, generated using Bu3SnH from N-(omega-bromoalkyl) or N-[omega-(phenylselanyl)alkyl] imidazoles and pyrroles, undergo regioselective radical cyclisation onto the azole rings followed by oxidative re-aromatisation, (C) 1999 Elsevier Science Ltd. Ail rights reserved.