2-苯基-4-(三甲基甲硅烷基)喹啉 | 128220-30-4

• 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
• 中文名称: 2-苯基-4-(三甲基甲硅烷基)喹啉
• 英文名称: 4-(trimethylsilyl)-2-phenylquinoline
• 英文别名: 2-phenyl-4-(trimethylsilyl)quinoline；Trimethyl-(2-phenylquinolin-4-yl)silane
• CAS: 128220-30-4
• 化学式: C₁₈H₁₉NSi
• 分子量: 277.441
• InChiKey: MZSHZMGODHSKLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.45
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-苯基-4-(三甲基甲硅烷基)喹啉 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 2-苯基喹啉
  参考文献：
  名称：

  Nickel-Catalyzed Cyclization of 2-Iodoanilines with Aroylalkynes:  An Efficient Route for Quinoline Derivatives

  摘要：

  An efficient and convenient nickel-catalyzed cyclization of 2-iodoanilines with alkynyl aryl ketones to give 2,4-disubstituted quinolines was developed. The reaction can be employed for the synthesis of naturally occurring quinoline derivatives in good yields. On the basis of the regiochemistry of the products, the possible pathway for the reaction is via the formation of o-aminochalcone.

  DOI：

  10.1021/jo060800d
• 作为产物：
  描述：

  2-碘苯胺 、 3-(trimethylsilyl)-1-phenyl-2-propyn-1-one 在 dibromo[1,2-bis(diphenylphosphino)ethane]nickel(II) 锌 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以74%的产率得到2-苯基-4-(三甲基甲硅烷基)喹啉
  参考文献：
  名称：

  Nickel-Catalyzed Cyclization of 2-Iodoanilines with Aroylalkynes:  An Efficient Route for Quinoline Derivatives

  摘要：

  An efficient and convenient nickel-catalyzed cyclization of 2-iodoanilines with alkynyl aryl ketones to give 2,4-disubstituted quinolines was developed. The reaction can be employed for the synthesis of naturally occurring quinoline derivatives in good yields. On the basis of the regiochemistry of the products, the possible pathway for the reaction is via the formation of o-aminochalcone.

  DOI：

  10.1021/jo060800d

文献信息

• Leardini, Rino; Nanni, Daniele; Tundo, Antonio, Gazzetta Chimica Italiana, 1989, vol. 119, # 12, p. 637 - 642
  作者：Leardini, Rino、Nanni, Daniele、Tundo, Antonio、Zanardi, Giuseppe

  DOI：——

  日期：——
• LEARDINI, RINO;NANNI, DANIELE;TUNDO, ANTONIO;ZANARDI, GIUSEPPE, GAZZ. CHIM. ITAL., 119,(1989) N2, C. 637-641
  作者：LEARDINI, RINO、NANNI, DANIELE、TUNDO, ANTONIO、ZANARDI, GIUSEPPE

  DOI：——

  日期：——
• Nickel-Catalyzed Cyclization of 2-Iodoanilines with Aroylalkynes:  An Efficient Route for Quinoline Derivatives
  作者：Rajendra Prasad Korivi、Chien-Hong Cheng

  DOI：10.1021/jo060800d

  日期：2006.9.1

  An efficient and convenient nickel-catalyzed cyclization of 2-iodoanilines with alkynyl aryl ketones to give 2,4-disubstituted quinolines was developed. The reaction can be employed for the synthesis of naturally occurring quinoline derivatives in good yields. On the basis of the regiochemistry of the products, the possible pathway for the reaction is via the formation of o-aminochalcone.