dimethyl 3-(dimethylamino)-1,4-diphenyl-5H-cyclopenta[c]-pyridine-6,6(7H)-dicarboxylate | 1422357-63-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: dimethyl 3-(dimethylamino)-1,4-diphenyl-5H-cyclopenta[c]-pyridine-6,6(7H)-dicarboxylate
• 英文别名: Dimethyl 3-(dimethylamino)-1,4-diphenyl-5,7-dihydrocyclopenta[c]pyridine-6,6-dicarboxylate；dimethyl 3-(dimethylamino)-1,4-diphenyl-5,7-dihydrocyclopenta[c]pyridine-6,6-dicarboxylate
• CAS: 1422357-63-8
• 化学式: C₂₆H₂₆N₂O₄
• 分子量: 430.503
• InChiKey: RQQBXVQRACOWAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  二甲基氢胺 、 2,2-bis-(3-phenyl-prop-2-ynyl)-malonic acid dimethyl ester 在 1,3-双(二苯基膦)丙烷 、 ferrous iodide 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以98%的产率得到dimethyl 3-(dimethylamino)-1,4-diphenyl-5H-cyclopenta[c]-pyridine-6,6(7H)-dicarboxylate
  参考文献：
  名称：

  Iron-Catalyzed Cycloaddition Reaction of Diynes and Cyanamides at Room Temperature

  摘要：

  An iron-catalyzed [2 + 2 + 2] cycloaddition reaction of diynes and cyanamides at room temperature is reported. Highly substituted 2-aminopyridines were obtained in good to excellent yields with high regioselectivity. Insights toward the reaction process were investigated through in situ IR spectra and control experiments. In this iron-catalyzed cycloaddition reaction, the active iron species was generated only in the presence of both alkynes and nitriles. The lower reaction temperature, broad substrates scope, and inversed regioselectivity make it a complementary method to the previously developed iron catalytic system.

  DOI：

  10.1021/jo400057t

文献信息

• Iron-Catalyzed Cycloaddition Reaction of Diynes and Cyanamides at Room Temperature
  作者：Chunxiang Wang、Dongping Wang、Fen Xu、Bin Pan、Boshun Wan

  DOI：10.1021/jo400057t

  日期：2013.4.5

  An iron-catalyzed [2 + 2 + 2] cycloaddition reaction of diynes and cyanamides at room temperature is reported. Highly substituted 2-aminopyridines were obtained in good to excellent yields with high regioselectivity. Insights toward the reaction process were investigated through in situ IR spectra and control experiments. In this iron-catalyzed cycloaddition reaction, the active iron species was generated only in the presence of both alkynes and nitriles. The lower reaction temperature, broad substrates scope, and inversed regioselectivity make it a complementary method to the previously developed iron catalytic system.