3-phenyl-4-(trimethylsilyl)-5,6,7,8-tetrahydroisoquinoline | 440365-51-5

• 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: 3-phenyl-4-(trimethylsilyl)-5,6,7,8-tetrahydroisoquinoline
• 英文别名: 3-Phenyl-4-trimethylsilyl-5,6,7,8-tetrahydro-isoquinoline；trimethyl-(3-phenyl-5,6,7,8-tetrahydroisoquinolin-4-yl)silane
• CAS: 440365-51-5
• 化学式: C₁₈H₂₃NSi
• 分子量: 281.473
• InChiKey: ICWYEJSOUJDDQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.17
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (Z,Z)-1,4-diiodo-2,3-tetramethylene-1,4-bis(trimethylsilyl)-1,3-butadiene 在 六甲基磷酰三胺 、 叔丁基锂 作用下， 以 乙醚 、 正戊烷 为溶剂， 反应 2.5h， 生成 3-phenyl-4-(trimethylsilyl)-5,6,7,8-tetrahydroisoquinoline
  参考文献：
  名称：

  Novel Cycloaddition of Nitriles with Monolithio- and Dilithiobutadienes

  摘要：

  Two novel and synthetically useful reaction patterns of organolithium compounds with nitriles are reported to afford pyridine derivatives as the final products. Both 1-lithio-1,3-dienes and 1,4-dilithio-1,3-dienes, which can be easily generated in situ by lithiation of their corresponding iodo compounds, react with nitriles in the presence of HMPA to form substituted pyridines including 2,2'-bipyridines and tetrahydroisoquinolines in high yields.

  DOI：

  10.1021/ja0262176

文献信息

• Novel Cycloaddition of Nitriles with Monolithio- and Dilithiobutadienes
  作者：Jinglong Chen、Qiuling Song、Congyang Wang、Zhenfeng Xi

  DOI：10.1021/ja0262176

  日期：2002.6.1

  Two novel and synthetically useful reaction patterns of organolithium compounds with nitriles are reported to afford pyridine derivatives as the final products. Both 1-lithio-1,3-dienes and 1,4-dilithio-1,3-dienes, which can be easily generated in situ by lithiation of their corresponding iodo compounds, react with nitriles in the presence of HMPA to form substituted pyridines including 2,2'-bipyridines and tetrahydroisoquinolines in high yields.