2-(3-Bromophenyl)-6-methylimidazo[1,2-a]pyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(3-Bromophenyl)-6-methylimidazo[1,2-a]pyridine
• 化学式: C₁₄H₁₁BrN₂
• mdl: MFCD01456302
• 分子量: 287.159
• InChiKey: VUKLHKSSQCTIKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  17.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(3-Bromophenyl)-6-methylimidazo[1,2-a]pyridine 在 亚硝酸特丁酯 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以72%的产率得到2-(3-bromophenyl)-6-methyl-3-nitrosoimidazo[1,2-a]pyridine
  参考文献：
  名称：

  Catalyst-Free Regioselective C-3 Nitrosation of Imidazopyridines with tert-Butyl Nitrite under Neutral Conditions

  摘要：

  We have successfully developed a novel and efficient catalyst-free method for the synthesis of 3-nitroso-substituted imidazopyridines, from readily available imidazo[1,2-a]pyridines and tert-butyl nitrite, in good to excellent yields. Importantly, the use of transition-metal catalysts, stoichiometric amounts of acids, and toxic or potentially dangerous oxidants is avoided. This easy and practical method complements nitrosation reactions by expanding the scope and practicality, and should attract much attention in synthetic and pharmaceutical chemistry.

  DOI：

  10.1055/s-0035-1560508

文献信息

• Catalyst-Free Regioselective C-3 Thiocyanation of Imidazopyridines
  作者：Daoshan Yang、Kelu Yan、Wei Wei、Guoqing Li、Shenglei Lu、Caixia Zhao、Laijin Tian、Hua Wang

  DOI：10.1021/acs.joc.5b01637

  日期：2015.11.6

  A direct and straightforward approach for highly regioselective thiocyanation of imidazoheterocydes through sp(2) C-H functionalization has been realized at room temperature. Various C-3 thiocyanated imidazopyridines are formed in moderate to good yield. The present method exhibits a mild and selective access to a variety of imidazopyridine derivatives of pharmacological interest.