1-(2-Methyl-allyl)-1,2,3,4-tetrahydro-quinoline-8-carbaldehyde | 849936-13-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-(2-Methyl-allyl)-1,2,3,4-tetrahydro-quinoline-8-carbaldehyde
• 英文别名: 1-(2-methylprop-2-enyl)-3,4-dihydro-2H-quinoline-8-carbaldehyde
• CAS: 849936-13-6
• 化学式: C₁₄H₁₇NO
• 分子量: 215.295
• InChiKey: MTBOVKULRWVLOV-UHFFFAOYSA-N

物化性质

• 沸点：
  361.2±42.0 °C(Predicted)
• 密度：
  1.052±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-Methyl-allyl)-1,2,3,4-tetrahydro-quinoline-8-carbaldehyde 、 甲基三苯基溴化膦 在 potassium tert-butylate 作用下， 以 乙醚 为溶剂， 以69%的产率得到1-(2-Methyl-allyl)-8-vinyl-1,2,3,4-tetrahydro-quinoline
  参考文献：
  名称：

  Investigations concerning the organolanthanide and group 3 metallocene-catalyzed cyclization–functionalization of nitrogen-containing dienes

  摘要：

  Organolanthanide catalyzed cyclization-silylation of nitrogen-containing polyunsaturated systems allows access to core structures commonly found in naturally occurring alkaloids. Nitrogen-containing dienes with various substitution patterns were investigated. The method was most successful for substrates with terminal alkenes. Cyclization upon pendant 1,1-disubstituted olefins was not realized under various conditions. Interestingly, sterically hindered sulfonamides, which were previously believed to render the catalyst inactive, were actually compatible with the catalyst, thus affording the cyclized products after prolonged reaction times. Variations using fused ring systems were also investigated. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.01.048
• 作为产物：
  描述：

  8-(2-Chloro-ethyl)-1,2,3,4-tetrahydro-quinoline 在 异氰环已烷 、 TEA 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-(2-Methyl-allyl)-1,2,3,4-tetrahydro-quinoline-8-carbaldehyde
  参考文献：
  名称：

  Investigations concerning the organolanthanide and group 3 metallocene-catalyzed cyclization–functionalization of nitrogen-containing dienes

  摘要：

  Organolanthanide catalyzed cyclization-silylation of nitrogen-containing polyunsaturated systems allows access to core structures commonly found in naturally occurring alkaloids. Nitrogen-containing dienes with various substitution patterns were investigated. The method was most successful for substrates with terminal alkenes. Cyclization upon pendant 1,1-disubstituted olefins was not realized under various conditions. Interestingly, sterically hindered sulfonamides, which were previously believed to render the catalyst inactive, were actually compatible with the catalyst, thus affording the cyclized products after prolonged reaction times. Variations using fused ring systems were also investigated. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.01.048