7-phenyl-6H,7H-naphtho[1,2:5,6]pyrano[3,2-c]chromen-6-one | 95952-74-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 7-phenyl-6H,7H-naphtho[1,2:5,6]pyrano[3,2-c]chromen-6-one
• 英文别名: 12-phenyldibenzo[i,b]pyrano[4,3-b]chromen-11(12H)-one；7-(phenyl)-6H,7H-benzo[f]chromeno[4,3-b]chromen-6-one；4'-Phenyl-naphtho-5',6'-pyrano-2',3':4,3-cumarin；7-Phenyl-6h,7h-naphtho[1',2':5,6]pyrano[3,2-c]chromen-6-one；13-phenyl-2,10-dioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-1(14),3(12),4,6,8,15,17,19,21-nonaen-11-one
• CAS: 95952-74-2
• 化学式: C₂₆H₁₆O₃
• 分子量: 376.411
• InChiKey: SNHNNOPFDARXFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  29
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-羟基香豆素 、 2-萘酚 、 苯甲醇 在 ammonium cerium (IV) nitrate 、 1,2-dimethyl-3-[4-(1,2-dimethyl-1H-imidazol-3-ium-3-yl)butyl]-1H-imidazol-3-ium dibromide 作用下， 以 neat (no solvent) 为溶剂， 反应 1.25h， 以88%的产率得到7-phenyl-6H,7H-naphtho[1,2:5,6]pyrano[3,2-c]chromen-6-one
  参考文献：
  名称：

  3,3-（丁烷-1,4-二基）双（1,2-二甲基-1 H-咪唑-3-基）溴化物-铈（IV）硝酸铵：一种轻度合成12-芳基二苯并的新型试剂[ i，b]吡喃并[4,3-b]苯甲醇的苯醌

  摘要：

  通过催化量的硝酸铈（IV）铵（苄基乙醇），β-萘酚和4-羟基香豆素的三组分缩合反应合成吡喃并[4,3- b ]苯二甲基衍生物的新方法），并提出了一种在室温下可重复使用的离子液体作为催化剂。该方法具有一些优点，例如后处理简单，环境友好，反应时间短以及产率高。通过与真实样品进行比较，IR，1 H和13 C NMR光谱以及元素分析，阐明了所有合成的化合物。

  DOI：

  10.1134/s1070363216120379

文献信息

• Efficient One-Pot Syntheses of 7-Alkyl-6<i>H</i>,7<i>H</i>-naphtho[1,2:5,6]pyrano-[3,2-<i>c</i>]chromen-6-ones by 1-Methyl-3-(2-(sulfooxy)ethyl)-1<i>H</i>-imidazol-3-ium Chloride
  作者：Yu Wan、Chao Wang、Hai-ying Wang、Ling-ling Zhao、Xiao-xiao Zhang、Jing-jing Shi、Shu-ying Huang、Gui-Xiang Liu、Hui Wu

  DOI：10.1002/jhet.1658

  日期：2014.9

  An efficient synthesis of 7‐alkyl‐6H,7H‐naphtho‐[10,20:5,6]pyrano[3,2‐c]chromen‐6‐ones by three‐component condensation reaction of β‐naphthol, aromatic aldehydes, and 4‐hydroxycoumarin catalyzed by 1‐methyl‐3‐(2‐(sulfooxy)ethyl)‐1H‐imidazol‐3‐ium chloride is reported in good to excellent yields and short reaction times.

  β-萘酚与芳烃的三组分缩合反应可有效合成7-烷基-6 H，7 H萘[10,20：5,6]吡喃并[3,2 - c ]铬-6-酮据报道，1-甲基-3-（2-（磺氧基）乙基）-1 H-咪唑-3-氯化铵催化的乙醛和4-羟基香豆素的收率好至极好，反应时间短。
• Zr(HSO4)4-catalyzed one-pot three-component synthesis of 7-alkyl-6H,7H-naphtho[1′,2′:5,6]pyrano[3,2-c]chromen-6-ones
  作者：Xiao Wang、Guangzhou Lu、Fulin Yan、Weiwei Ma、Liqiang Wu

  DOI：10.1002/jhet.755

  日期：2011.11

  A new, one‐pot, simple thermally efficient and solvent‐free method for the preparation of 7‐alkyl‐6H,7H‐naphtho[1′,2′:5,6]pyrano[3,2‐c]chromen‐6‐ones by condensation of β‐naphthol, aromatic aldehydes, and 4‐hydroxycoumarin using Zr(HSO4)4 as a safe and efficient catalyst is described. This method has the advantages of high yields, a cleaner reaction, simple methodology, short reaction times, easy workup

  一种新的，单罐，简单高热效率和无溶剂法7烷基-6-的制备ħ，7 ħ -萘并[1'，2'：5,6]吡喃并[3,2- C ^ ]苯并吡喃描述了通过使用Zr（HSO 4）4作为安全有效的催化剂将β-萘酚，芳族醛和4-羟基香豆素缩合生成的-6-酮。该方法具有收率高，反应更清洁，方法简单，反应时间短，后处理容易，绿色环保的优点。J.杂环化​​学。（2011）。
• Synthesis and evaluation of antimicrobial and antioxidant activity of novel 7‐Aryl‐6H,7H‐ benzo[f]chromeno[4,3‐b]chromen‐6‐one by MgO nanoparticle as green catalyst
  作者：Sara Hosseinzadegan、Nourallah Hazeri、Malek T. Maghsoodlou

  DOI：10.1002/jhet.3796

  日期：2020.2

  a recyclable and efficient catalyst, multicomponent reaction of 2‐Naphthol, aldehyde derivatives, 4‐hydroxycoumarin has led to the synthesis of novel 7‐Aryl‐6H,7H‐ benzo[f]chromeno[4,3‐b]chromen‐6‐one derivatives. This study aimed to examine the antimicrobial and antioxidant effects of the synthetic compound in order to reach some benefits, including the synthesis of new derivatives with biological

  使用的MgO粒子作为可回收的和高效的催化剂，的多组分反应2-萘酚，醛衍生物，4 -羟基香豆素已导致新的7-芳基- 6H的合成，7H-苯并[f]色烯并[4,3-B] chromen-6-one衍生物。这项研究旨在检查合成化合物的抗微生物和抗氧化作用，以期获得一些好处，包括合成具有生物学特性，较短时间，高收率并符合绿色化学要求的新衍生物。
• Reusable melamine trisulfonic acid-catalyzed three-component synthesis of 7-alkyl-6H,7H-naphtho[1′,2′:5,6]pyrano[3,2-c]chromen-6-ones
  作者：Weiwei Ma、Xiao Wang、Fulin Yan、Liqiang Wu、Yingling Wang

  DOI：10.1007/s00706-010-0427-9

  日期：2011.2

  AbstractAn efficient synthesis of 7-alkyl-6H,7H-naphtho[1′,2′:5,6]pyrano[3,2-c]chromen-6-ones by three-component condensation reaction of β-naphthol, aromatic aldehydes, and 4-hydroxycoumarin under solvent-free conditions in good to excellent yields and short reaction times using reusable melamine trisulfonic acid as solid acid catalyst has been investigated. Graphical abstract

  摘要通过β-萘酚的三组分缩合反应有效合成7-烷基-6 H，7 H-萘[1'，2'：5,6]吡喃并[3,2 - c ]铬n-6-使用可重复使用的三聚氰胺三磺酸作为固体酸催化剂，研究了在无溶剂条件下芳族醛和4-羟基香豆素的良好，优异的收率和较短的反应时间。 图形概要
• POTASSIUM 2-OXOIMIDAZOLIDINE-1,3-DIIDE AS A NOVEL CATALYST FOR GRIND SYNTHESIS OF PYRANO[4,3- b ]CHROMENONE
  作者：Mohammad Nikpassand、Leila Zare Fekri、Zahra Gharib、Zeinab Jafariana

  DOI：10.4067/s0717-97072018000404195

  日期：——

  A novel, clean, mild and eco-friendly benign route to pyrano[4,3-b]chromenes through cyclocondensation reaction of beta-naphthol, aldehydes and 4-hydroxycoumarin, using POImD as a novel and reusable organometallic catalyst. is described. The present methodology offers several advantages such as simple work-up procedure. short reaction time, high yields of product with better purity and green aspect by avoiding toxic catalyst and hazardous solvent. All of synthesized compounds were characterized by IR, NMR and elemental analyses.