methyl 1-phenacyl-3,4-dihydro-1H-isoquinoline-2-carboxylate | 132921-90-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 1-phenacyl-3,4-dihydro-1H-isoquinoline-2-carboxylate
• CAS: 132921-90-5
• 化学式: C₁₉H₁₉NO₃
• 分子量: 309.365
• InChiKey: OXMZJCLJOXNQGG-UHFFFAOYSA-N

物化性质

• 沸点：
  465.5±38.0 °C(Predicted)
• 密度：
  1.181±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(methoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline 在 tris(triphenylphosphine)ruthenium(II) chloride 四氯化钛 作用下， 以 苯 为溶剂， 反应 4.08h， 生成 methyl 1-phenacyl-3,4-dihydro-1H-isoquinoline-2-carboxylate
  参考文献：
  名称：

  Novel method for α-substitution of amines via N-Methoxycarbonyl-α-t-butyldioxyamines

  摘要：

  alpha-Substitution of amines can be performed by ruthenium-catalyzed oxidation of N-methoxycarbonylamines with t-butyl hydroperoxide followed by treatment with nucleophiles in the presence of titanium tetrachloride.

  DOI：

  10.1016/s0040-4039(00)88520-2

文献信息

• A metal-free cross-dehydrogenative coupling of N-carbamoyl tetrahydroisoquinoline by sodium persulfate
  作者：Wenfang Chen、Hongbo Zheng、Xinhui Pan、Zhiyu Xie、Xin Zan、Bin Sun、Lei Liu、Hongxiang Lou

  DOI：10.1016/j.tetlet.2014.03.094

  日期：2014.4

  A metal-free cross-dehydrogenative coupling of N-carbamoyl tetrahydroisoquinoline with a variety of C-H nucleophiles mediated by Na2S2O8 is developed. The reaction proceeds smoothly to give the coupled product in up to 83% yields. The nucleophile scope is broad, including simple ketones, aldehydes, and aryl rings. The carbamoyl protecting group can be readily removed under mild condition. The use of Na2S2O8 as the sole reagent for the CDC reaction is attractive based on economical and environmental factors. (C) 2014 Elsevier Ltd. All rights reserved.
• Addition of activated olefins to cyclic N-acyliminium ions in ionic liquids
  作者：Ronaldo Aloise Pilli、Luís Gustavo Robello、Nilton Soares Camilo、Jairton Dupont、Alexandre Augusto Moreira Lapis、Brenno A. da Silveira Neto

  DOI：10.1016/j.tetlet.2005.12.102

  日期：2006.3

  Organoindate(III) ionic liquid ((BMIInCl4)-In-.) was successfully employed in the nucleophilic addition of allyltrimethylsilane, silyl enol ethers and ketene silyl acetals to in situ generated cyclic N-acyliminium ions at room temperature without the need of an external Lewis acid. The corresponding alpha-substituted heterocycles were obtained in good yields and the recovered ionic liquid phase could be reused at least three times. (c) 2006 Elsevier Ltd. All rights reserved.
• NAOTA, TAKESHI;NAKATO, TAKESHI;MURAHASHI, SHUN-ICHI, TETRAHEDROM LETT., 31,(1990) N1, C. 7475-7478
  作者：NAOTA, TAKESHI、NAKATO, TAKESHI、MURAHASHI, SHUN-ICHI

  DOI：——

  日期：——