dimethyl 2-butyl-2,3-dihydro-1,4-diisopropyl-3-oxo-5H-cyclopenta[c]pyridine-6,6(7H)-dicarboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: dimethyl 2-butyl-2,3-dihydro-1,4-diisopropyl-3-oxo-5H-cyclopenta[c]pyridine-6,6(7H)-dicarboxylate
• 英文别名: Dimethyl 2-butyl-3-oxo-1,4-di(propan-2-yl)-5,7-dihydrocyclopenta[c]pyridine-6,6-dicarboxylate；dimethyl 2-butyl-3-oxo-1,4-di(propan-2-yl)-5,7-dihydrocyclopenta[c]pyridine-6,6-dicarboxylate
• 化学式: C₂₂H₃₃NO₅
• 分子量: 391.508
• InChiKey: ZPEYSUBVIZQTKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  异氰酸正丁酯 、 2,2-bis-(4-methyl-pent-2-ynyl)-malonic acid dimethyl ester 在 bis(1,5-cyclooctadiene)nickel (0) 、 1,3-双(2,6-二异丙苯基)咪唑啉酮-2-亚基 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以86%的产率得到dimethyl 2-butyl-2,3-dihydro-1,4-diisopropyl-3-oxo-5H-cyclopenta[c]pyridine-6,6(7H)-dicarboxylate
  参考文献：
  名称：

  Nickel-Catalyzed Cycloaddition of Alkynes and Isocyanates

  摘要：

  A mild and general route for preparing 2-pyridones from isocyanates and diynes is described. Ni imidazolyidene complexes were used to mediate cyclizations between both internal and terminal diynes with aryl and alkyl isocyanates. In addition, the efficacy of this protocol allows for the preparation of a fused seven-membered pyridone and for three component cyclizations.

  DOI：

  10.1021/ja046477i

文献信息

• Nickel-Catalyzed Cycloaddition of Alkynes and Isocyanates
  作者：Hung A. Duong、Michael J. Cross、Janis Louie

  DOI：10.1021/ja046477i

  日期：2004.9.1

  A mild and general route for preparing 2-pyridones from isocyanates and diynes is described. Ni imidazolyidene complexes were used to mediate cyclizations between both internal and terminal diynes with aryl and alkyl isocyanates. In addition, the efficacy of this protocol allows for the preparation of a fused seven-membered pyridone and for three component cyclizations.