ethyl 2-methyl-7H-indeno[2,1-c]quinoline-6-carboxylate | 121641-85-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: ethyl 2-methyl-7H-indeno[2,1-c]quinoline-6-carboxylate
• CAS: 121641-85-8
• 化学式: C₂₀H₁₇NO₂
• 分子量: 303.36
• InChiKey: VRHXNYIMNHRWFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl 2-(4-methylphenylimino)acetate 在 三氟化硼乙醚 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 2.08h， 生成 ethyl 2-methyl-7H-indeno[2,1-c]quinoline-6-carboxylate
  参考文献：
  名称：

  Borrione, Elisabetta; Prato, Maurizio; Scorrano, Gianfranco, Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 1831 - 1835

  摘要：

  DOI：

文献信息

• Gold-Oxazoline Complex-Catalyzed Cross-Dehydrogenative Coupling of Glycine Derivatives and Alkenes
  作者：Minjie Ni、Yan Zhang、Tingting Gong、Bainian Feng

  DOI：10.1002/adsc.201601066

  日期：2017.3.6

  A gold‐oxazoline complex‐catalyzed dehydrogenative Povarov/oxidation tandem reaction for the synthesis of decorated quinolines has been developed from glycine derivatives and alkenes. The reaction performs under mild reaction conditions in the presence of oxygen as the oxidant and features a broad substrate scope and excellent functional group tolerance.

  利用甘氨酸衍生物和烯烃开发了金恶唑啉配合物催化的脱氢Povarov /氧化串联反应，用于合成修饰的喹啉。该反应在氧气作为氧化剂的存在下，在温和的反应条件下进行，并具有广泛的底物范围和出色的官能团耐受性。
• Catalytic Radical Cation Salt Induced C_sp³–H Functionalization of Glycine Derivatives: Synthesis of Substituted Quinolines
  作者：Xiaodong Jia、Fangfang Peng、Chang Qing、Congde Huo、Xicun Wang

  DOI：10.1021/ol301909g

  日期：2012.8.3

  A domino C-sp3-H functionalization of glycine derivatives was achieved under catalytic radical cation salt induced conditions, producing a series of quinolines. The proposed mechanism shows that a peroxyl radical cation, which is generated by the coupling between O-2 and TBPA(+center dot), might be involved to initiate the catalytic oxidation.
• CBr₄-Mediated Cross-Dehydrogenative Coupling Reaction of Amines
  作者：Congde Huo、Haisheng Xie、Mingxia Wu、Xiaodong Jia、Xicun Wang、Fengjuan Chen、Jing Tang

  DOI：10.1002/chem.201500453

  日期：2015.4.7

  AbstractA novel CBr4‐mediated dehydrogenative Povarov/aromatization tandem reaction of glycine derivatives with alkenes, leading to complex quinoline derivatives, and a CBr4‐mediated dehydrogenative CH functionalization of N‐aryl tetrahydroisoquinolines with nucleophiles to form CC and CP bonds are reported. The reactions were performed under very simple and mild reaction conditions; only CBr4 was used as a promoter. A plausible mechanism involving a radical process is proposed.
• BORRIONE, ELISABETTA;PRATO, MAURIZIO;SCORRANO, GIANFRANCO;STIVANELLO, MAR+, J. HETEROCYCL. CHEM., 25,(1988) N, C. 1831-1835
  作者：BORRIONE, ELISABETTA、PRATO, MAURIZIO、SCORRANO, GIANFRANCO、STIVANELLO, MAR+

  DOI：——

  日期：——
• Borrione, Elisabetta; Prato, Maurizio; Scorrano, Gianfranco, Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 1831 - 1835
  作者：Borrione, Elisabetta、Prato, Maurizio、Scorrano, Gianfranco、Stivanello, Mariano、Lucchini, Vittorio

  DOI：——

  日期：——