2-phenethyl-4-(thiophen-2-ylmethyl)-1,2,3,4-tetrahydroisoquinoline | 1370354-58-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 2-phenethyl-4-(thiophen-2-ylmethyl)-1,2,3,4-tetrahydroisoquinoline
• 英文别名: 2-(2-phenylethyl)-4-(thiophen-2-ylmethyl)-3,4-dihydro-1H-isoquinoline
• CAS: 1370354-58-7
• 化学式: C₂₂H₂₃NS
• 分子量: 333.497
• InChiKey: USLZDXCJIZLKLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  31.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  间溴苯甲腈 、 2-phenethyl-4-(thiophen-2-ylmethyl)-1,2,3,4-tetrahydroisoquinoline 在 potassium acetate 、 palladium diacetate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 15.0h， 以69%的产率得到3-(5-((2-phenethyl-1,2,3,4-tetrahydroisoquinolin-4-yl)-methyl)thiophen-2-yl)benzonitrile
  参考文献：
  名称：

  Isoquinoline Derivatives via Stepwise Regioselective sp² and sp³ C–H Bond Functionalizations

  摘要：

  Efficient and practically attractive stepwise ruthenium- and palladium-catalyzed regioselective C-H bond functionalizations were achieved to produce 4-substituted tetrahydroisoquinoline derivatives featuring various heteroaromatic substructures in moderate to good yields. Both ruthenium- and palladium-based catalytic processes generated nontoxic and easily separable side products.

  DOI：

  10.1021/jo300237s
• 作为产物：
  描述：

  2-噻吩甲醛 、 2-(2-phenylethyl)-1,2,3,4-tetrahydroisoquinoline 在 [Ru(p-cymene)(k⁽²⁾-o-tBuPPBS)Cl] 、 D(+)-10-樟脑磺酸 、 甲酸 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以71%的产率得到2-phenethyl-4-(thiophen-2-ylmethyl)-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Isoquinoline Derivatives via Stepwise Regioselective sp² and sp³ C–H Bond Functionalizations

  摘要：

  Efficient and practically attractive stepwise ruthenium- and palladium-catalyzed regioselective C-H bond functionalizations were achieved to produce 4-substituted tetrahydroisoquinoline derivatives featuring various heteroaromatic substructures in moderate to good yields. Both ruthenium- and palladium-based catalytic processes generated nontoxic and easily separable side products.

  DOI：

  10.1021/jo300237s

文献信息

• Isoquinoline Derivatives via Stepwise Regioselective sp² and sp³ C–H Bond Functionalizations
  作者：Tarek Boudiar、Zeyneb Sahli、Basker Sundararaju、Mathieu Achard、Zahia Kabouche、Henri Doucet、Christian Bruneau

  DOI：10.1021/jo300237s

  日期：2012.4.6

  Efficient and practically attractive stepwise ruthenium- and palladium-catalyzed regioselective C-H bond functionalizations were achieved to produce 4-substituted tetrahydroisoquinoline derivatives featuring various heteroaromatic substructures in moderate to good yields. Both ruthenium- and palladium-based catalytic processes generated nontoxic and easily separable side products.