1-(4-nitrobenzylidene)naphthalen-2(1H)-one | 1575816-73-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(4-nitrobenzylidene)naphthalen-2(1H)-one
• CAS: 1575816-73-7
• 化学式: C₁₇H₁₁NO₃
• 分子量: 277.279
• InChiKey: HPLUUHRUHAIKIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.73
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.21
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,3-二甲基巴比妥酸 、 1-(4-nitrobenzylidene)naphthalen-2(1H)-one 在 LaMo_0.1Fe_0.9O₃ 作用下， 以 neat (no solvent) 为溶剂， 生成 12-(4-nitrophenyl)-8,12-dihydro-8,10-dimethyl-9H-naphtho[1',2':5,6]pyrano[2,3-d]pyrimidine-9,11-(10H)-dione
  参考文献：
  名称：

  Crumpled perovskite-type LaMoxFe1-xO3 nanosheets: A reusable catalyst for rapid and green synthesis of naphthopyranopyrimidine derivatives

  摘要：

  In this study, crumpled nanosheets of molybdenum-doped LaFeO3 (LaMo0.1Fe0.9O3) were prepared by the citric acid based sol-gel route. Characterization of the prepared LaMo0.1Fe0.9O3 was carried out by Fourier transform infrared spectra (FT-IR), powder X-ray diffraction (XRD), energy dispersive spectroscopy (EDS), field emission scanning electron microscopy (FE-SEM). The catalytic performance of LaMo0.1Fe0.9O3 nanostructures was evaluated in the green synthesis of naphthopyranopyrimidines from one-pot three-component reaction of 2-naphthol, different substituted aromatic aldehydes, barbituric acid and its derivatives under solvent-free conditions. This method provides several advantages such as mild conditions, operational simplicity, high yields, safety, easy workup and simple purification of products, little catalyst loading, and reusability of the catalyst. (C) 2019 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2019.114318
• 作为产物：
  描述：

  对硝基苯甲醛 、 2-萘酚 在 维生素 C 作用下， 以 neat (no solvent) 为溶剂， 生成 1-(4-nitrobenzylidene)naphthalen-2(1H)-one
  参考文献：
  名称：

  绿色便捷条件下无溶剂合成酰胺烷基衍生物

  摘要：

  酰胺烷基衍生物是重要的化合物，因为它们可用于制备强效药物和重要的生物化合物。在此背景下，我们提出了一种在无溶剂条件下使用抗坏血酸（维生素 C）作为天然水溶性催化剂合成酰胺烷基 β-萘酚和酰胺烷基萘醌的新方法。反应时间短、产品收率高、后处理容易、催化剂成本低是该方法的一些优点。所有产物均以高至优异的产率获得，并通过1 HNMR、13 CNMR 和 FT-IR 方法进行了表征。

  DOI：

  10.1002/jhet.4409

文献信息

• Heterogeneous ditopic ZnFe₂O₄catalyzed synthesis of 4H-pyrans: further conversion to 1,4-DHPs and report of functional group interconversion from amide to ester
  作者：Paramita Das、Arghya Dutta、Asim Bhaumik、Chhanda Mukhopadhyay

  DOI：10.1039/c3gc42095g

  日期：——

  Highly stable, environmentally benign ZnFe2O4 nanopowder was prepared, characterized and applied in the one-pot, three-component synthesis of 4H-pyrans in water. The ZnFe2O4 catalyst provides both acidic (Fe3+) and basic functionalities (O2−) as the reaction requires. The advantages of this method lie in its simplicity, cost effectiveness, environmental friendliness and easier scaling up for large scale synthesis. Water was exploited both as a reaction medium as well as a medium for synthesis of the catalyst. Moreover, water was the only byproduct. The present report puts forward an application of 4H-pyrans for the synthesis of 1,4-DHPs. This is the first attempt towards the synthesis of 4H-pyran-3-carboxylate from 4H-pyran-3-carboxamide. The corresponding functional group interconversion from amide to ester is rare in organic synthesis.

  成功制备、表征并应用了一种稳定且对环境友好的ZnFe2O4纳米粉，在水相中实现了4H-吡喃的一锅法三组分合成。ZnFe2O4催化剂同时提供了反应所需的酸性（Fe3+）和碱性（O2−）功能。该方法的优势在于其简单性、成本效益、环境友好性以及更易于放大进行大规模合成。水既被用作反应介质，也被用作催化剂的合成介质。此外，水是唯一的副产品。本报告提出了一种应用4H-吡喃合成1,4-二氢吡啶（1,4-DHPs）的方法。这是首次尝试从4H-吡喃-3-甲酰胺合成4H-吡喃-3-羧酸酯。在有机合成中，从酰胺到酯的功能团转换是罕见的。