2-amino-4-(4-fluorobenzoyl)-3-cyano-4H,5H-pyrano[3,2-c]chromen-5-one | 1613226-33-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 2-amino-4-(4-fluorobenzoyl)-3-cyano-4H,5H-pyrano[3,2-c]chromen-5-one
• 英文别名: 2-amino-4-(4-fluorobenzoyl)-5-oxo-4H,5H-pyrano[3,2-c]chromene-3-carbonitrile；2-Amino-4-(4-fluorobenzoyl)-5-oxo-4h,5h-pyrano[3,2-c]chromene-3-carbonitrile；2-amino-4-(4-fluorobenzoyl)-5-oxo-4H-pyrano[3,2-c]chromene-3-carbonitrile
• CAS: 1613226-33-7
• 化学式: C₂₀H₁₁FN₂O₄
• 分子量: 362.317
• InChiKey: JRKHZFGEKDNPLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-羟基香豆素 、 1-(4-fluorophenyl)-2,2-dihydroxyethan-1-one 、 丙二腈 在 磷酸二氢铵 作用下， 以 乙醇 、 水 为溶剂， 反应 1.42h， 以80%的产率得到2-amino-4-(4-fluorobenzoyl)-3-cyano-4H,5H-pyrano[3,2-c]chromen-5-one
  参考文献：
  名称：

  基于芳基乙二醛的一锅三组分反应合成新的4-芳酰基-吡喃并[ c ]二甲基苯

  摘要：

  通过涉及多种芳基乙二醛与4-羟基香豆素和丙二腈反应的新型多组分方法，合成了一个含有芳酰基的吡喃并[ c ]二甲基苯酮的新文库。用磷酸二氢铵有效地催化反应，以良好或优异的产率得到所需产物。

  DOI：

  10.1016/j.tetlet.2014.05.072

文献信息

• One pot synthesis of new heterocyclic systems: Polysubstituted pyrano[3,2-c]chromene and benzo[g]chromene derivatives
  作者：Shima Nasri、Mohammad Bayat

  DOI：10.1016/j.molstruc.2018.03.055

  日期：2018.7

  with phenylglyoxal monohydrate and a CH-acid like malononitrile/ethyl cyanoacetate/methyl cyanoacetate/cyanoacetamide under mild condition in ethanol. This approach for the preparation of novel polysubstituted pyrano[3,2-c]chromene and benzo[g]chromene is distinguished with high atom-economy, good to high efficiencies, mild and metal-free conditions, simple workup and easy purification.

  摘要 吡喃并[3,2-c]色烯-3-腈和苯并[g]色烯-3-腈在4-位含有芳酰基或乙酰基部分的新型文库已通过4的连续三组分反应扩展。 -羟基香豆素或 2-羟基-1,4-萘醌与苯基乙二醛一水合物和 CH-酸如丙二腈/氰基乙酸乙酯/氰基乙酸甲酯/氰基乙酰胺，在乙醇中温和条件下。这种制备新型多取代吡喃并[3,2-c]色烯和苯并[g]色烯的方法具有原子经济性高、效率好到高、条件温和、不含金属、后处理简单、易于纯化等特点。
• Synthesis of new 4-aroyl-pyrano[c]chromenes via a one-pot, three-component reaction based on aryl glyoxals
  作者：Saeed Khodabakhshi、Bahador Karami、Khalil Eskandari、Mahnaz Farahi

  DOI：10.1016/j.tetlet.2014.05.072

  日期：2014.7

  A new library of pyrano[c]chromenes containing an aroyl group has been synthesized by a novel multicomponent process involving the reaction of various aryl glyoxals with 4-hydroxycoumarin and malononitrile. The reactions were catalyzed efficiently by ammonium dihydrogen phosphate to yield the desired products in good to excellent yields.

  通过涉及多种芳基乙二醛与4-羟基香豆素和丙二腈反应的新型多组分方法，合成了一个含有芳酰基的吡喃并[ c ]二甲基苯酮的新文库。用磷酸二氢铵有效地催化反应，以良好或优异的产率得到所需产物。
• One-pot Synthesis of Novel Pyrano-Fused Coumarins Catalyzed by ZnO Nanoparticles
  作者：Saeed Khodabakhshi、Khalil Eskandari、Bahador Karami

  DOI：10.3987/com-14-13006

  日期：——

  A new class of pyrano [3,2-c]coumarins containing an aryloylgroup was synthesized via the three-component reactions of 4-hydroxycoumarin with arylglyoxals and malononitrile. The reactions are efficiently catalyzed by zinc oxide nanoparticles as powerful and recyclable catalyst. The green chemistry principles were also considered and the present method has some advantages, such as simplicity, low catalyst loading, and high yields.
• A New Three-Component Coupling reaction of Aryl Glyoxal, Malononitrile, and 4-Hydroxy Coumarin Catalysed by Recyclable Tio₂ nanoparticles
  作者：Saeed Khodabakhshi、Mozhgan Shahamirian、Mojtaba Baghernejad

  DOI：10.3184/174751914x14050999895192

  日期：2014.8

  Aryl glyoxals reacted with malononitrile and 4-hydroxycoumarin in the presence of a catalytic amount of TiO2 nanoparticles to give a hitherto unknown family of pyranochromenes in up to 80% yield. This new three-component reaction yielded some novel pyrano[3,2-c]chromene-5-ones containing an aroyl substituent. Using a recyclable and safe catalyst along with a green solvent system made the process eco-friendly and economic.
• Catalyst-free microwave-assisted arylglyoxal-based multicomponent reactions for the synthesis of fused pyrans
  作者：Richa Mishra、Lokman H. Choudhury

  DOI：10.1039/c5ra25536h

  日期：——

  A series of functionalized pyrans fused with quinolones, naphthoquinones, coumarins and pyrones have been synthesized using three component reactions of arylglyoxal monohydrate, malononitrile, and a wide range of cyclic 1,3-dicarbonyls under microwave irradiation. This method is a simple and straightforward method for the easy access of fused and functionalized pyrans tethered with an aroyl group without

  在微波辐射下，使用芳基乙二醛一水合物，丙二腈和各种环状1,3-二羰基化合物的三组分反应合成了一系列与喹诺酮，萘醌，香豆素和吡喃酮融合的官能化吡喃。此方法是一种简单直接的方法，可轻松访问与芳酰基相连的熔融且官能化的吡喃，而无需进行任何催化剂和柱色谱纯化。