1-(7-methyl-1H-indol-3-yl)-2-phenyl-1,2,3,4-tetrahydroisoquinoline | 1476744-48-5

• 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: 1-(7-methyl-1H-indol-3-yl)-2-phenyl-1,2,3,4-tetrahydroisoquinoline
• 英文别名: 1-(7-methyl-1H-indol-3-yl)-2-phenyl-3,4-dihydro-1H-isoquinoline
• CAS: 1476744-48-5
• 化学式: C₂₄H₂₂N₂
• 分子量: 338.452
• InChiKey: JXGIHMACTBAEAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  19
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  四氢异喹啉 在 potassium dihydrogenphosphate 、 copper(l) iodide 、 2,4,6-三甲氧基苯甲酸 作用下， 以 水 、 异丙醇 为溶剂， 反应 36.0h， 生成 1-(7-methyl-1H-indol-3-yl)-2-phenyl-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Metal-free polyporphyrin based photocatalysts for the functionalization of C(sp³)–H bonds in water

  摘要：

  使用不溶性的多吡咯或水分散的纳米多吡咯，可以在温和条件下在水中实现C(sp³)–H键的可见光诱导的官能化。

  DOI：

  10.1039/d2cc04352a

文献信息

• A Cascade Cross-Coupling and<i>in Situ</i>Hydrogenation Reaction by Visible Light Catalysis
  作者：Jian-Ji Zhong、Cheng-Juan Wu、Qing-Yuan Meng、Xue-Wang Gao、Tao Lei、Chen-Ho Tung、Li-Zhu Wu

  DOI：10.1002/adsc.201400588

  日期：2014.9.15

  An elegant cascade cross‐coupling and in situ hydrogenation reaction has been established by visible light catalysis. Combining cheap and earth‐abundant eosin Y as a photosensitizer and the cobalt chloride complex, Co(dmgH)2Cl2 (dmgH=dimethylglyoximate), as a catalyst, the desired oxidative cross‐coupling products and reductive hydrogenation products could be achieved in good to excellent yields without

  通过可见光催化已经建立了一种优雅的级联交叉偶联和原位氢化反应。将廉价且富含地球的曙红Y作为光敏剂与氯化钴配合物Co（dmgH）2 Cl 2（dmgH =二甲基乙二肟酸二甲酯）作为催化剂相结合，可以很好地获得所需的氧化交叉偶联产物和还原性加氢产物在可见光照射下不使用任何外部氧化剂和还原剂的情况下达到优异的收率。
• Moderate oxidation levels of Ru nanoparticles enhance molecular oxygen activation for cross-dehydrogenative-coupling reactions via single electron transfer
  作者：Mu Lin、Lin-Xiu Dai、Jun Gu、Li-Qun Kang、Yu-Hao Wang、Rui Si、Ze-Qiong Zhao、Wen-Chi Liu、Xuefeng Fu、Ling-Dong Sun、Ya-Wen Zhang、Chun-Hua Yan

  DOI：10.1039/c7ra05726a

  日期：——

  chemistry reaction to a heterogeneous one, using nanocatalysts, it is essential to investigate the underlying principles and the associated dominant factors of methodologies between inorganic nanoparticles and organic substrates. Here it is reported that novel, hydrothermally synthesized ruthenium (Ru) nanoparticles performed differently in molecular oxygen activation via single electron transfer for c

  为了使用纳米催化剂将均相合成化学反应转变为非均相反应，必须研究无机纳米粒子和有机底物之间的基本原理和方法学的相关主要因素。在这里，据报道，新颖的水热合成钌（Ru）纳米粒子在单氧转移过程中，通过交叉氧化脱氢偶联反应进行分子氧活化，其氧化水平与催化活性之间呈火山状关系，从而表现出不同的性能。表征和系统机理研究表明，Ru 3+这些位点有助于在中等氧化水平的Ru纳米颗粒上由分子氧形成更多的超氧或过氧类物质，而Ru 3+是高活性物质，可通过单电子转移促进这种交叉脱氢偶联反应。
• A Cascade Cross-Coupling Hydrogen Evolution Reaction by Visible Light Catalysis
  作者：Qing-Yuan Meng、Jian-Ji Zhong、Qiang Liu、Xue-Wang Gao、Hui-Hui Zhang、Tao Lei、Zhi-Jun Li、Ke Feng、Bin Chen、Chen-Ho Tung、Li-Zhu Wu

  DOI：10.1021/ja408486v

  日期：2013.12.26

  Cross-dehydrogenative-coupling reaction has long been recognized as a powerful tool to form a C-C bond directly from two different C-H bonds. Most current processes are performed by making use of stoichiometric amounts of oxidizing agents. We describe here a new type of reaction, namely cross-coupling hydrogen evolution (CCHE), with no use of any sacrificial oxidants, and only hydrogen (H2) is generated

  交叉脱氢偶联反应长期以来被认为是直接由两个不同的 CH 键形成 CC 键的有力工具。大多数当前方法是通过使用化学计量量的氧化剂进行的。我们在此描述了一种新型反应，即交叉偶联析氢 (CCHE)，不使用任何牺牲氧化剂，仅产生氢气 (H2) 作为副产物。通过将曙红 Y 和石墨烯负载的 RuO2 纳米复合材料 (G-RuO2) 结合作为光敏剂和催化剂，在室温可见光照射下以定量产率获得所需的交叉偶联产物和 H2。
• Cobalt-Catalyzed Cross-Dehydrogenative Coupling Reaction in Water by Visible Light
  作者：Cheng-Juan Wu、Jian-Ji Zhong、Qing-Yuan Meng、Tao Lei、Xue-Wang Gao、Chen-Ho Tung、Li-Zhu Wu

  DOI：10.1021/ol503744a

  日期：2015.2.20

  By using catalytic amount of CoCl2 with dmgH (dimethylglyoxime) as ligand to form a photosensitizer in situ, a highly selective, efficient, and environmentally benign visible light mediated cross-dehydrogenative coupling (CDC) reaction has been developed in aqueous medium. The desired cross-coupling C-C bonds that involve C-sp3 with C-sp, C-sp2, and C-sp3, respectively, were achieved exclusively in high yields without formation of any other byproduct.
• Cross-Coupling Hydrogen Evolution Reaction in Homogeneous Solution without Noble Metals
  作者：Jian-Ji Zhong、Qing-Yuan Meng、Bin Liu、Xu-Bing Li、Xue-Wang Gao、Tao Lei、Cheng-Juan Wu、Zhi-Jun Li、Chen-Ho Tung、Li-Zhu Wu

  DOI：10.1021/ol500534w

  日期：2014.4.4

  A highly efficient noble-metal-free homogeneous system for a cross-coupling hydrogen evolution (CCHE) reaction is developed. With cheap, earth-abundant eosin Y and molecular catalyst Co(dmgH)(2)Cl-2, good to excellent yields for coupling reactions with a variety of isoquinolines and indole substrates and H-2 have been achieved without any sacrificial oxidants. Mechanistic insights provide rich information on the effective, dean, and economic CCHE reaction.