tetramethyl 1-benzyl-5-methyl-2-oxo-1′-phenyl-1′H-spiro-[indoline-3,4′-pyridine]-2′,3′,5′,6′-tetracarboxylate | 1598436-58-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tetramethyl 1-benzyl-5-methyl-2-oxo-1′-phenyl-1′H-spiro-[indoline-3,4′-pyridine]-2′,3′,5′,6′-tetracarboxylate
• 英文别名: Tetramethyl 1-benzyl-5-methyl-2-oxo-1'-phenylspiro[indole-3,4'-pyridine]-2',3',5',6'-tetracarboxylate；tetramethyl 1-benzyl-5-methyl-2-oxo-1'-phenylspiro[indole-3,4'-pyridine]-2',3',5',6'-tetracarboxylate
• CAS: 1598436-58-8
• 化学式: C₃₄H₃₀N₂O₉
• 分子量: 610.62
• InChiKey: NDKLFGIZPUESFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  45
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  129
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  1-benzyl-5-methylindoline-2,3-dione 、 苯胺 、 丁炔二酸二甲酯 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以48%的产率得到tetramethyl 1-benzyl-5-methyl-2-oxo-1′-phenyl-1′H-spiro-[indoline-3,4′-pyridine]-2′,3′,5′,6′-tetracarboxylate
  参考文献：
  名称：

  Selective Synthesis of Functionalized Spiro[indoline-3,2′-pyridines] and Spiro[indoline-3,4′-pyridines] by Lewis Acid Catalyzed Reactions of Acetylenedicarboxylate, Arylamines, and Isatins

  摘要：

  The functionalized spiro[indoline-3,2'-pyridine]-3',4',5',6'-tetracarboxylates were efficiently synthesized by BF3 center dot OEt2-catalyzed reactions of isatin-3-imines with acetylenedicarboxylates in methylene dichloride. Under similar conditions, the BF3 center dot OEt2-catalyzed three-component reactions of acetylenedicarboxylates, arylamines, and isatins afforded functionalized spiro[indoline-3,4'-pyridine]-2',3',5',6'-tetracarboxylates in moderate yields.

  DOI：

  10.1021/jo500144z

文献信息

• Selective Synthesis of Functionalized Spiro[indoline-3,2′-pyridines] and Spiro[indoline-3,4′-pyridines] by Lewis Acid Catalyzed Reactions of Acetylenedicarboxylate, Arylamines, and Isatins
  作者：Hong Gao、Jing Sun、Chao-Guo Yan

  DOI：10.1021/jo500144z

  日期：2014.5.2

  The functionalized spiro[indoline-3,2'-pyridine]-3',4',5',6'-tetracarboxylates were efficiently synthesized by BF3 center dot OEt2-catalyzed reactions of isatin-3-imines with acetylenedicarboxylates in methylene dichloride. Under similar conditions, the BF3 center dot OEt2-catalyzed three-component reactions of acetylenedicarboxylates, arylamines, and isatins afforded functionalized spiro[indoline-3,4'-pyridine]-2',3',5',6'-tetracarboxylates in moderate yields.