N-(3-oxocyclopenta[a]naphthalen-2-yl)benzamide | 1334216-05-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(3-oxocyclopenta[a]naphthalen-2-yl)benzamide
• CAS: 1334216-05-5
• 化学式: C₂₀H₁₃NO₂
• 分子量: 299.329
• InChiKey: AKBQWNUXHRFXDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (Z)-2-phenyl-4-(1-naphthylmethylene)-5(4H)-oxazolone 反应 0.65h， 以85%的产率得到N-(3-oxocyclopenta[a]naphthalen-2-yl)benzamide
  参考文献：
  名称：

  A simple conversion of azlactones into indenones via H3PW12O40/Al2O3 catalyzed intramolecular Friedel–Crafts reaction

  摘要：

  A rapid and simple procedure for the synthesis of the indenone derivatives, N-(1-oxo-1H-inden-2-yl)benzamides, via intramolecular Friedel-Crafts (IFC) reaction of (Z)-4-arylidene-2-phenyl-5(4)-oxazolones (azlactones) catalyzed by H3PW12O40 supported on neutral alumina under microwave irradiation has been developed. The reaction is straightforward and allows easy isolation of the product. The catalyst could be re-used up to four times after simple filtration. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.120

文献信息

• An Efficient, Simple, and Scaleable Domino Reaction to Diverse N-(1-Oxo-1H-inden-2-yl)benzamides Catalyzed by HPW@nano-SiO2 under Microwave Irradiation
  作者：Ahmad Khosropour、Valiollah Mirkhani、Mahboubeh Rostami、Iraj Mohammadpoor-Baltork、Majid Moghadam、Shahram Tangestaninejad

  DOI：10.1055/s-0030-1260938

  日期：2011.7

  A facile, efficient, and large-scale strategy for the synthesis of N-(1-oxo-1H-inden-2-yl)benzamide derivatives via domino reaction between aryl aldehydes, hippuric acid, and acetic anhydride catalyzed by HPW@nano-SiO 2 was accomplished under microwave irradiation. The reaction conditions are very simple and offer easy isolation of the product. Moreover, the catalyst can be reused up to five times

  HPW@nano-催化芳醛、马尿酸和乙酸酐之间的多米诺反应合成N-(1-oxo-1H-inden-2-yl)苯甲酰胺衍生物的简便、高效和大规模策略SiO 2 在微波辐射下完成。反应条件非常简单，易于分离产物。此外，该催化剂经过简单过滤后可重复使用5次，平均收率86%。
• A simple conversion of azlactones into indenones via H3PW12O40/Al2O3 catalyzed intramolecular Friedel–Crafts reaction
  作者：Mahboubeh Rostami、Ahmad R. Khosropour、Valiollah Mirkhani、Majid Moghadam、Shahram Tangestaninejad、Iraj Mohammadpoor-Baltork

  DOI：10.1016/j.tetlet.2011.10.120

  日期：2011.12

  A rapid and simple procedure for the synthesis of the indenone derivatives, N-(1-oxo-1H-inden-2-yl)benzamides, via intramolecular Friedel-Crafts (IFC) reaction of (Z)-4-arylidene-2-phenyl-5(4)-oxazolones (azlactones) catalyzed by H3PW12O40 supported on neutral alumina under microwave irradiation has been developed. The reaction is straightforward and allows easy isolation of the product. The catalyst could be re-used up to four times after simple filtration. (C) 2011 Elsevier Ltd. All rights reserved.