(2Z)-(1-acetyl-5-bromo-2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetic acid ethyl ester

• 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: (2Z)-(1-acetyl-5-bromo-2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetic acid ethyl ester
• 英文别名: ethyl 2-(1-acetyl-5-bromo-2-oxo-2,3-dihydro-1H-indol-3-ylidene)acetate；ethyl 2-[(3Z)-1-acetyl-5-bromo-2-oxo-2,3-dihydro-1H-indol-3-ylidene]acetate；ethyl (2Z)-2-(1-acetyl-5-bromo-2-oxoindol-3-ylidene)acetate
• 化学式: C₁₄H₁₂BrNO₄
• 分子量: 338.158
• InChiKey: BKBRLUDVLFVUBO-XFFZJAGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙烷,三氯氟- 、 (2Z)-(1-acetyl-5-bromo-2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetic acid ethyl ester 以 乙醇 为溶剂， 以37%的产率得到ethyl 2-(1-acetyl-5-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-2-(4-methylphenylamino)acetate
  参考文献：
  名称：

  Regioselective addition of aromatic amines at the exocyclic C=C bond of 2-(2-Oxo-2,3-dihydro-1H-indol-3-ylidene)acetic acid esters

  摘要：

  Methyl and ethyl 2-(2-oxo-2,3-dihydro-3H-indol-3-ylidene)acetates react with aromatic amines to give products of regioselective addition at the a-position of the activated exocyclic C=C bond, methyl and ethyl 2-arylamino-2-(2-oxo-2,3-dihydro-1H-indol-3-yl)acetates.

  DOI：

  10.1134/s107042800609017x
• 作为产物：
  描述：

  1-acetyl-5-bromoindoline-2,3-dione 、 乙氧甲酰基亚甲基三苯基膦 以 苯 为溶剂， 反应 2.5h， 以57%的产率得到(2Z)-(1-acetyl-5-bromo-2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetic acid ethyl ester
  参考文献：
  名称：

  Unusual Reaction of 1-Acetyl-5-bromo-1H-indole-2,3-dione with Ethyl (Triphenylphosphoranylidene)acetate

  摘要：

  DOI：

  10.1023/b:cohc.0000033551.22192.50

文献信息

• Unusual Reaction of 1-Acetyl-5-bromo-1H-indole-2,3-dione with Ethyl (Triphenylphosphoranylidene)acetate
  作者：V. O. Kozminykh、K. Sh. Lomidze、E. N. Kozminykh、A. N. Berezin

  DOI：10.1023/b:cohc.0000033551.22192.50

  日期：2004.4
• Regioselective addition of aromatic amines at the exocyclic C=C bond of 2-(2-Oxo-2,3-dihydro-1H-indol-3-ylidene)acetic acid esters
  作者：V. O. Koz’minykh、V. I. Goncharov、A. V. Aksenov、E. N. Koz’minykh、K. Sh. Lomidze、A. N. Berezin

  DOI：10.1134/s107042800609017x

  日期：2006.9

  Methyl and ethyl 2-(2-oxo-2,3-dihydro-3H-indol-3-ylidene)acetates react with aromatic amines to give products of regioselective addition at the a-position of the activated exocyclic C=C bond, methyl and ethyl 2-arylamino-2-(2-oxo-2,3-dihydro-1H-indol-3-yl)acetates.