ethyl 3-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)propanoic acid | 380235-48-3

• 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: ethyl 3-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)propanoic acid
• 英文别名: Ethyl 3-(2,3-dioxoindol-1-yl)propanoate
• CAS: 380235-48-3
• 化学式: C₁₃H₁₃NO₄
• mdl: MFCD11551815
• 分子量: 247.251
• InChiKey: FHEPDVAIOPANPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.307
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  靛红 、 丙烯酸乙酯 在 KF-Celite 作用下， 以 2-甲基四氢呋喃 为溶剂， 反应 12.0h， 以86%的产率得到ethyl 3-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)propanoic acid
  参考文献：
  名称：

  Eco-friendly chemoselective N-functionalization of isatins mediated by supported KF in 2-MeTHF

  摘要：

  一种简单、多功能且环保的对异喹啉的官能化方法。

  DOI：

  10.1039/c5gc01002k

文献信息

• Michael Addition between Isatin and Acrylate Derivatives
  作者：Gang Chen、Ying Tang、Jie Zhang、Ya Wu、Xiao-Jiang Hao、Shu-Zhen Mu

  DOI：10.2174/157017811799304269

  日期：2011.11.1

  A simple and efficient Michael addit ion of isatin to acrylate in the presence of KOH was described. Methyl β-(2,3-dioxoindolin-1-yl) propanoate was synthesized firstly by the addition of isatin to methyl acrylate in a feasible approach using 10% KOH as catalyst in DMF with the highest yield of 72.5% under the optimized conditions. A series of β-(2,3-dioxoindolin-1-yl) propanoate derivatives was synthesized according to this approach and gave moderate to relative high yields. The directive distinct color changes in this reaction were illuminated by the reaction mechanism analysis.

  描述了在 KOH 存在下靛红与丙烯酸酯的简单有效的迈克尔加成反应。以10% KOH为催化剂，在DMF中，首先通过靛红与丙烯酸甲酯加成合成了β-(2,3-二氧吲哚啉-1-基)丙酸甲酯，在优化条件下，收率最高为72.5%。根据该方法合成了一系列β-(2,3-二氧吲哚啉-1-基)丙酸酯衍生物，并具有中等至相对较高的产率。反应机理分析阐明了该反应中指示性的明显颜色变化。
• [EN] N-[(AMINOSULFONYL)PHENYL]-2-(1,2-DIHYDRO-2-OXO-3H-INDOL-3-YLIDENE)-HYDRAZINECARBOTHIOAMIDE DERIVATIVES FOR TREATING CANCER AND IMMUNOLOGICAL DISORDERS<br/>[FR] DÉRIVÉS DE N-[(AMINOSULFONYL)PHÉNYL]-2-(1,2-DIHYDRO-2-OXO-3H-INDOL-3-YLIDÈNE)-HYDRAZINECARBOTHIOAMIDE POUR LE TRAITEMENT DU CANCER ET DE TROUBLES IMMUNOLOGIQUES
  申请人：ISTANBUL UNIV REKTORLUGU

  公开号：WO2017099695A1

  公开（公告）日：2017-06-15

  N-[(aminosulfonyl)phenyl]-2-(1,2-dihydro-2-oxo-3H-indol-3-ylidene)-hydrazinecarbothioamide derivatives of the following formula (III) for treating cancer and immunological disorders. R5, R6 and R7 are each independently selected from hydrogen and a sulfonamide group, provided that at least one of R5, R6 or R7 is a sulfonamide group. The substituents R1 to R4 are each independently either hydrogen or one of the substituents defined in the claims.
• Eco-friendly chemoselective N-functionalization of isatins mediated by supported KF in 2-MeTHF
  作者：Ashenafi Damtew Mamuye、Serena Monticelli、Laura Castoldi、Wolfgang Holzer、Vittorio Pace

  DOI：10.1039/c5gc01002k

  日期：——

  A simple, versatile and eco-friendly approach to the functionalization of isatins.

  一种简单、多功能且环保的对异喹啉的官能化方法。