4-(3-methoxyphenyl)-2-phenylpyrano[3,2-c]chromen-5(4H)-one | 944771-29-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-(3-methoxyphenyl)-2-phenylpyrano[3,2-c]chromen-5(4H)-one
• 英文别名: 4-(3-methoxyphenyl)-2-phenyl-4H,5H-pyrano[3,2-c]chromen-5-one；4-(3-methoxyphenyl)-2-phenyl-4H-pyrano[3,2-c]chromen-5-one
• CAS: 944771-29-3
• 化学式: C₂₅H₁₈O₄
• 分子量: 382.416
• InChiKey: CRNJZAFUPOITCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-羟基香豆素 、 2-(2,2,4,7-四甲基-3,4-二氢喹啉-1-基)乙醇 在 liquid glass 作用下， 以 水 为溶剂， 反应 4.0h， 以82%的产率得到4-(3-methoxyphenyl)-2-phenylpyrano[3,2-c]chromen-5(4H)-one
  参考文献：
  名称：

  可溶性玻璃，4-羟基香豆素与查尔酮衍生物的级联加成环化反应的有效促进剂

  摘要：

  （2021年）。可溶性玻璃，4-羟基香豆素与查尔酮衍生物的级联加成环化反应的有效促进剂。国际有机制剂和程序：第 53，第1号，第52-58页。

  DOI：

  10.1080/00304948.2020.1833694

文献信息

• Regioselective <scp>Bismuth‐Catalyzed</scp> Synthesis of Pyranocoumarins and Furocoumarins from <scp>4‐Hydroxycoumarins</scp> and Propargyl Alcohols
  作者：Jaehyun Kim、Kooyeon Lee、Phil Ho Lee

  DOI：10.1002/bkcs.12058

  日期：2020.7

  An efficient method for the bismuth‐catalyzed regioselective synthesis of pyranocoumarins and furocoumarins has been developed from the reaction of 4‐hydroxycoumarins with propargyl alcohols. The reaction proceeds through sequential propargylation and intramolecular cyclization reactions catalyzed by bismuth(III) triflate.

  4-羟基香豆素与炔丙醇的反应已开发出一种高效的铋催化吡喃香豆素和呋喃香豆素的区域选择性合成方法。该反应通过三氟甲磺酸铋（III）催化的顺序炔丙基化和分子内环化反应进行。
• Molecular iodine-catalyzed C3-alkylation of 4-hydroxycoumarins with secondary benzyl alcohols
  作者：Xufeng Lin、Xixiang Dai、Zhenjun Mao、Yanguang Wang

  DOI：10.1016/j.tet.2009.09.007

  日期：2009.11

  A highly efficient method for the C-C bond formation via molecular iodine-catalyzed C3-alkylation reaction of 4-hydroxycoumarins with benzylic, benzhydrylic, allylic, and propargyl alcohols at 50 degrees C in MeNO2 is described. The 3-alkylated-4-hydroxycoumarins were obtained in good yields (up to 97%). By applying this reaction as the key step, a multi-substituted pyranocoumarin can easily be synthesized in a one-pot procedure. The advantages of this method are broad scope, mild conditions, and easy handling since water is the only side product. (C) 2009 Elsevier Ltd. All rights reserved.
• Alkaline earth metal catalyzed cascade, one-pot, solvent-free, and scalable synthesis of pyranocoumarins and benzo[b]pyrans
  作者：Srinivasarao Yaragorla、Pyare Lal Saini、Garima Singh

  DOI：10.1016/j.tetlet.2015.02.023

  日期：2015.3

  Ca(OTf)(2) catalyzed, cascade, one-pot, conjugate addition and annulation of various nucleophiles to the alpha,beta-unsaturated carbonyl compounds for the synthesis of biologically potent pyranocoumarins and benzo[b]pyrans has been illustrated. This one-pot, solvent-free, green-synthesis employs simple reaction conditions, with high yields and endures the substrate diversity. (C) 2015 Elsevier Ltd. All rights reserved.