1-(4-methoxyphenyl)-7-methoxy-3,4-dihydroisoquinoline | 196087-78-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢异喹啉
• 英文名称: 1-(4-methoxyphenyl)-7-methoxy-3,4-dihydroisoquinoline
• 英文别名: 7-Methoxy-1-(4-methoxyphenyl)-3,4-dihydroisoquinoline
• CAS: 196087-78-2
• 化学式: C₁₇H₁₇NO₂
• 分子量: 267.327
• InChiKey: JLTIALQKVLJSHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-methoxyphenyl)-7-methoxy-3,4-dihydroisoquinoline 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以57%的产率得到7-Methoxy-1-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Doi, Satoshi; Shirai, Naohiro; Sato, Yoshiro, Journal of the Chemical Society. Perkin transactions I, 1997, # 15, p. 2217 - 2221

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(4-甲氧苯基)乙胺 在 phosphorus pentoxide 、 potassium carbonate 、 三氯氧磷 作用下， 以 氯仿 为溶剂， 反应 6.0h， 生成 1-(4-methoxyphenyl)-7-methoxy-3,4-dihydroisoquinoline
  参考文献：
  名称：

  Doi, Satoshi; Shirai, Naohiro; Sato, Yoshiro, Journal of the Chemical Society. Perkin transactions I, 1997, # 15, p. 2217 - 2221

  摘要：

  DOI：

文献信息

• Rh(<scp>iii</scp>)-catalyzed synthesis of tetracyclic isoquinolinium salts <i>via</i> C–H activation and [4+2] annulation of 1-phenyl-3,4-dihydroisoquinolines and alkynes in ethanol
  作者：Xinxin Dang、Yu He、Yingtian Liu、Xuehong Chen、Jun-Long Li、Xian-Li Zhou、Hezhong Jiang、Jiahong Li

  DOI：10.1039/c8ra05443f

  日期：——

  An efficient and convenient method to construct tetracyclic isoquinolinium salts via [Cp*RhCl2]2 catalyzed C–H activation and [4 + 2] annulation reactions in ethanol is described. This reaction is very fast and highly efficient in the green solvent ethanol. The reaction works with a broad substrate scope affording the products in good to excellent yields in a short time. Moreover, a ratio of S/C up

  描述了一种通过[Cp*RhCl 2 ] 2催化的C-H 活化和乙醇中的[4 + 2] 环化反应构建四环异喹啉鎓盐的高效便捷方法。该反应在绿色溶剂乙醇中非常快速高效。该反应适用于广泛的底物范围，可在短时间内以良好至优异的产率提供产物。此外，通过克级合成可以实现高达 10 000 的 S/C 比。
• A Method for Bischler–Napieralski-Type Synthesis of 3,4-Dihydroisoquinolines
  作者：Lin Min、Weiguang Yang、Yunxiang Weng、Weiping Zheng、Xinyan Wang、Yuefei Hu

  DOI：10.1021/acs.orglett.9b00534

  日期：2019.4.19

  s was developed by a Tf2O-promoted tandem annulation from phenylethanols and nitriles. Its success was mainly due to the fact that a phenonium ion was formed in the process and practically functioned as a stable and reactive primary phenylethyl carbocation.

  一种由Tf 2 O促进的由苯乙醇和腈进行的串联环化反应，开发了Bischler-Napieralski型合成3,4-二氢异喹啉的新方法。它的成功主要是由于在该过程中形成了ion离子，并且实际上起了稳定和反应性的伯苯基乙基碳正离子的作用。
• Mild and Efficient Syntheses of 1-Aryl-3,4-dihydroisoquinolines and 1-Aryl-3,4-dihydro-β-carbolines via Regiospecific β-Eliminations of the Corresponding<i>N</i>-Tosyl-1,2,3,4-tetrahydroisoquinolines and<i>N</i>-Tosyl-1,2,3,4-tetrahydro-β-carbolines
  作者：Jing Dong、Xiao-Xin Shi、Jing Xing、Jing-Jing Yan

  DOI：10.1080/00397911.2011.568659

  日期：2012.10

  Treatment of N-tosyl-1-aryl-1,2,3,4-tetrahydro-isoquinolines or N-tosyl-1-aryl-1, 2,3,4-tetrahydro-beta-carbolines with a strong base such as NaOH or KOH at 70 degrees C in dimethylsulfoxide (DMSO) produced 1-aryl-3,4-dihydroisoquinolines or 1-aryl-3,4-dihydro-beta-carbolines in good yields via mild and regiospecific beta-eliminations. A dramatic solvent effect was observed, DMSO was crucial for the reactions. The temperature is also crucial for the reactions and should be kept between 60 and 80 degrees C.
• Doi, Satoshi; Shirai, Naohiro; Sato, Yoshiro, Journal of the Chemical Society. Perkin transactions I, 1997, # 15, p. 2217 - 2221
  作者：Doi, Satoshi、Shirai, Naohiro、Sato, Yoshiro

  DOI：——

  日期：——