methyl 1,2-dihydro-2-oxo-1-ethyl-spiro-[3H-indol-4-(methoxy)-5-oxo-2,5-dihydro]-3-furanicarboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: methyl 1,2-dihydro-2-oxo-1-ethyl-spiro-[3H-indol-4-(methoxy)-5-oxo-2,5-dihydro]-3-furanicarboxylate
• 英文别名: methyl 5',2-dioxo-4'-methoxy-spiro[1-ethylindol-3,2'-(2',5'-dihydrofuran)]-3'-carboxylate；Methyl 1'-ethyl-4-methoxy-2',5-dioxospiro[furan-2,3'-indole]-3-carboxylate
• 化学式: C₁₆H₁₅NO₆
• 分子量: 317.298
• InChiKey: PEJFHDYVUJCHPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  82.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  potassium isatin 在 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 methyl 1,2-dihydro-2-oxo-1-ethyl-spiro-[3H-indol-4-(methoxy)-5-oxo-2,5-dihydro]-3-furanicarboxylate
  参考文献：
  名称：

  New and efficient one-pot synthesis of functionalized γ-spirolactones mediated by vinyltriphenylphosphonium salts

  摘要：

  The addition of dimethyl acetylenedicarboxylate to isatin derivatives in the presence of triphenylphosphine leading to new highly functionalized gamma-spirolactones is reported. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00021-8

文献信息

• Efficient synthesis of functionalized spiro-2,5-dihydro-1,2-λ5-oxaphospholes
  作者：Issa Yavari、Zinatossadat Hossaini、Maryam Sabbaghan、Majid Ghazanfarpour-Darjani

  DOI：10.1016/j.tet.2007.06.102

  日期：2007.9

  The reaction of ethyl propiolate with triphenylphosphine (Ph3P) in the presence of N-alkylisatins led to ethyl 2,2,2-triphenyl-2,5-dihydro- 1,2-lambda(5)-oxaphosphole-4-carboxylate-spiro-1-alkyl-1,3-dihydro-2H-indol-2-ones in good yield. The reaction of dialkyl acetylene-dicarboxylates with Ph3P in the presence of N-alkylisatins led to dialkyl 2,2,2-triphenyl-2,5-dihydro- 1,2-lambda(5)-oxaphosphole-3,4-dicarboxylatespiro-1-alkyl-1,3-dihydro- 2H-indol-2-ones and alkyl 4-(alkoxy)-5-oxo-2,5-dihydro-3-furancarboxylate-spiro-1-alkyl-1,3-dihydro2H-indol-2-ones. (C) 2007 Published by Elsevier Ltd.