diethyl-(1-methylpyrrol-2-yl)alumane | 114862-80-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: diethyl-(1-methylpyrrol-2-yl)alumane
• CAS: 114862-80-5
• 化学式: C₉H₁₆AlN
• 分子量: 165.214
• InChiKey: BXNZLACNOBPAOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.77
• 重原子数：
  11.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  4.93
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(benzoyloxy)piperazine-1-carboxylate 、 diethyl-(1-methylpyrrol-2-yl)alumane 在 copper dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以115 mg的产率得到tert-butyl 4-(1-methyl-1H-pyrrol-2-yl)piperazine-1-carboxylate
  参考文献：
  名称：

  Copper-Catalyzed Electrophilic Amination of Heteroarenes via C–H Alumination

  摘要：

  A highly efficient Cu-catalyzed electrophilic amination reaction of readily available heteroarenes with O-benzoyl hydroxylamines via a one-pot C-H alumination is reported. The reactions were catalyzed using 1 mol % of CuCl to afford various heteroaryl amines in good to excellent yields. The direct C-H lithiation/transalumination of heteroarenes and catalytic amination sequence can be performed in a single vessel on gram scales.

  DOI：

  10.1021/acs.joc.5b01863
• 作为产物：
  描述：

  N-甲基吡咯 、 氯化二乙基铝 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 生成 diethyl-(1-methylpyrrol-2-yl)alumane
  参考文献：
  名称：

  Copper-Catalyzed Electrophilic Amination of Heteroarenes via C–H Alumination

  摘要：

  A highly efficient Cu-catalyzed electrophilic amination reaction of readily available heteroarenes with O-benzoyl hydroxylamines via a one-pot C-H alumination is reported. The reactions were catalyzed using 1 mol % of CuCl to afford various heteroaryl amines in good to excellent yields. The direct C-H lithiation/transalumination of heteroarenes and catalytic amination sequence can be performed in a single vessel on gram scales.

  DOI：

  10.1021/acs.joc.5b01863

文献信息

• Quaternary Carbon Stereogenic Centers through Copper-Catalyzed Enantioselective Allylic Substitutions with Readily Accessible Aryl- or Heteroaryllithium Reagents and Aluminum Chlorides
  作者：Fang Gao、Yunmi Lee、Kyoko Mandai、Amir H. Hoveyda

  DOI：10.1002/anie.201005124

  日期：2010.11.2

  of the notorious aryls is solved: The first efficient catalytic and enantioselective method for allylic substitutions that furnish quaternary carbon stereogenic centers by additions of aryl‐ or heteroarylmetals is reported (see scheme). Highly site‐ and enantioselective processes begin with readily available organolithium reagents.

  臭名昭著的芳基问题得到了解决：报道了第一个有效的催化和对映选择性烯丙基取代方法，通过添加芳基或杂芳基金属来提供季碳立构中心（参见方案）。高度位点和对映选择性过程始于容易获得的有机锂试剂。
• MACDONALD, S. J. F.;HUIZINGA, W. B.;MCKENZIE, TH. C., J. ORG. CHEM., 53,(1988) N 14, 3371-3373
  作者：MACDONALD, S. J. F.、HUIZINGA, W. B.、MCKENZIE, TH. C.

  DOI：——

  日期：——