ethyl-2-amino-5'-fluoro-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-carboxylate | 132256-13-4

• 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-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-carboxylate
• 英文别名: Ethyl 2-amino-5'-fluoro-2',5-dioxo-1',2',5,6,7,8-hexahydrospiro[chromene-4,3'-indole]-3-carboxylate；ethyl 2'-amino-5-fluoro-2,5'-dioxospiro[1H-indole-3,4'-7,8-dihydro-6H-chromene]-3'-carboxylate
• CAS: 132256-13-4
• 化学式: C₁₉H₁₇FN₂O₅
• 分子量: 372.353
• InChiKey: MIOHUQBNOQIAFH-UHFFFAOYSA-N

物化性质

• 熔点：
  260 °C(Solv: ethanol (64-17-5))
• 沸点：
  644.8±55.0 °C(Predicted)
• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-氟靛红 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 ethyl-2-amino-5'-fluoro-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-carboxylate
  参考文献：
  名称：

  Joshi; Jain; Nishith, Journal of the Indian Chemical Society, 1990, vol. 67, # 6, p. 490 - 492

  摘要：

  DOI：

文献信息

• Glycerol as a biodegradable and reusable promoting medium for the catalyst-free one-pot three component synthesis of 4H-pyrans
  作者：Hamid Reza Safaei、Mohsen Shekouhy、Sudabeh Rahmanpur、Athar Shirinfeshan

  DOI：10.1039/c2gc35135h

  日期：——

  Glycerol is applied as a green, biodegradable and reusable promoting medium for one-pot three component synthesis of 4H-pyrans under catalyst-free conditions. A broad range of substrates including aromatic and heteroaromatic aldehydes, isatine derivatives, acenaphthenequinone and ninehydrine are condensed with carbonyl compounds possessing a reactive α-methylene group and alkylmalonates. All reactions are completed in short times, and the products are obtained in good to excellent yields. The reaction medium could be recycled and reused several times without any loss of efficiency.

  甘油作为绿色、生物可降解且可重复利用的促进介质，在无催化剂条件下用于一锅法三组分合成4H-吡喃。广泛的一系列底物，包括芳香和杂环醛、吲哚醌衍生物、苊醌和九氢吲哚，与具有活性α-亚甲基的羰基化合物及烷基丙二酸酯进行缩合反应。所有反应均在短时间内完成，产物收率良好至优异。反应介质可回收并重复使用多次，效率无任何损失。
• 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。
• 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：——
• 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.
• JOSHI, KRISHNA C.;JAIN, RENUKA;NISHITH, SAROJ, J. INDIAN CHEM. SOC., 67,(1990) N, C. 490-492
  作者：JOSHI, KRISHNA C.、JAIN, RENUKA、NISHITH, SAROJ

  DOI：——

  日期：——