2-tert-butylamino-3-phenylnaphtho[2,3-b]furan-4,9-dione | 1272318-71-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: 2-tert-butylamino-3-phenylnaphtho[2,3-b]furan-4,9-dione
• 英文别名: 2-(Tert-butylamino)-3-phenylbenzo[f][1]benzofuran-4,9-dione
• CAS: 1272318-71-4
• 化学式: C₂₂H₁₉NO₃
• 分子量: 345.398
• InChiKey: ICVMXZXUGLAIHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  59.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  氯化苄 在 potassium carbonate 、 二甲基亚砜 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 生成 2-tert-butylamino-3-phenylnaphtho[2,3-b]furan-4,9-dione
  参考文献：
  名称：

  卤化苄基一锅三组分合成呋喃基杂环

  摘要：

  描述了一种用于合成呋喃苯酮和呋喃吡喃支架的有效且新颖的方法。苄基卤化物在Kornblum条件下进行氧化，得到相应的醛，然后与异氰酸酯进行[4 +1]环加成反应，得到相应的呋喃衍生物。该方案的主要吸引力在于操作简单，反应条件温和且收率高。

  DOI：

  10.1002/jhet.2806

文献信息

• Electronic and Cytotoxic Properties of 2-Amino-naphtho[2,3-<i>b</i>]furan-4,9-diones
  作者：Sandra Jiménez-Alonso、Judith Guasch、Ana Estévez-Braun、Imma Ratera、Jaume Veciana、Angel G. Ravelo

  DOI：10.1021/jo102233j

  日期：2011.3.18

  The electronic properties of a new set of cytotoxic 2-amino-naphtho[2,3-b]furan-4,9-dione derivatives (1-8) are evaluated. The electron delocalization of these compounds is described by means of their redox potentials and solvatochromic properties. The large solvatochromism of their intramolecular electron transfer band is analyzed using the linear solvation energy relationship method. In addition, this method determined the importance of the molecular environment, quantifying the interactions that compounds (1-8) establish with their surrounding media, with the capacity of acting as hydrogen-bond acceptors (HBA) and hydrogen-bond donors (HBD) and the dipolarity/polarizability being the most significant ones. As a result, a relationship between the electronic and the cytotoxic properties of these compounds is proposed.
• One-pot Three-component Synthesis of Furan-based Heterocycles from Benzyl Halides
  作者：Mallappa Beerappa、Kalegowda Shivashankar

  DOI：10.1002/jhet.2806

  日期：2017.7

  An efficient and a novel approach for the synthesis of furochromene and furopyran scaffolds are described. Benzyl halides undergo oxidation in Kornblum conditions to give the corresponding aldehydes, which in turn undergo [4 + 1] cycloaddition reaction with isocyanide to afford the corresponding furan derivatives. The significant attraction of this protocol is simple procedure, mild reaction condition

  描述了一种用于合成呋喃苯酮和呋喃吡喃支架的有效且新颖的方法。苄基卤化物在Kornblum条件下进行氧化，得到相应的醛，然后与异氰酸酯进行[4 +1]环加成反应，得到相应的呋喃衍生物。该方案的主要吸引力在于操作简单，反应条件温和且收率高。