ethyl-2-amino-5'-fluoro-7,7-dimethyl-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-carboxylate | 1197994-78-7

• 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-2-amino-5'-fluoro-7,7-dimethyl-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-carboxylate
• CAS: 1197994-78-7
• 化学式: C₂₁H₂₁FN₂O₅
• 分子量: 400.407
• InChiKey: ZCFLEWICHQSNNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.42
• 重原子数：
  29.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  107.72
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  5-氟靛红 、 5,5-二甲基-1,3-环己二酮 、 氰乙酸乙酯 在 氯化铵 作用下， 以 水 为溶剂， 反应 0.17h， 以80%的产率得到ethyl-2-amino-5'-fluoro-7,7-dimethyl-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-carboxylate
  参考文献：
  名称：

  Ammonium salt catalyzed multicomponent transformation: simple route to functionalized spirochromenes and spiroacridines

  摘要：

  The combination of isatin or acenaphthoquinone, an activated methylene reagent, and 1,3-dicarbonyl compounds in the presence of catalytic ammonium chloride was found to be a suitable and efficient method for the synthesis of the biologically important spirooxindoles. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.08.070

文献信息

• Triphenylphosphine Catalyzed, One-Pot, Multicomponent Synthesis of Spirooxindoles
  作者：Syed Riyaz、A. Naidu、Pramod K. Dubey

  DOI：10.2174/157017812800221771

  日期：2012.2.1

  Multicomponent reaction involving isatin (1), malononitrile (2), and dimedone (3), in the presence of triphenylphosphine as an efficient catalyst in the eco-friendly solvent ethanol, results in the formation of spirooxindole derivatives 4 i.e 2-Amino-5-oxo-7,7-dimethyl spiro[(4H)-5,6,7,8-tetrahydrochromene-4,3-(3H)-indol]-(10H)-2-onecarbonitrile. The reaction proceeds smoothly under mild conditions and the products are obtained in good to excellent yields. This method is applicable to a variety of isatin derivatives.

  多组分反应涉及伊沙啶（1）、马隆腈（2）和二美酮（3），在三苯基磷作为高效催化剂的环境友好溶剂乙醇存在下，形成了脊环氧啶衍生物4，即2-氨基-5-氧基-7,7-二甲基脊[(4H)-5,6,7,8-四氢色烯-4,3-(3H)-吲哚]-(10H)-2-氨基氰化物。该反应在温和条件下顺利进行，产物的收率良好到优秀。这种方法适用于多种伊沙啶衍生物。
• Ammonium salt catalyzed multicomponent transformation: simple route to functionalized spirochromenes and spiroacridines
  作者：Minoo Dabiri、Mahboobeh Bahramnejad、Mostafa Baghbanzadeh

  DOI：10.1016/j.tet.2009.08.070

  日期：2009.11

  The combination of isatin or acenaphthoquinone, an activated methylene reagent, and 1,3-dicarbonyl compounds in the presence of catalytic ammonium chloride was found to be a suitable and efficient method for the synthesis of the biologically important spirooxindoles. (c) 2009 Elsevier Ltd. All rights reserved.
• Riyaz, Sd; Indrasena; Naidu, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2014, vol. 53B, # 11, p. 1442 - 1447
  作者：Riyaz, Sd、Indrasena、Naidu、Dubey

  DOI：——

  日期：——