2-(4-methoxybenzoylmethylene)-oxazolidine | 1169983-32-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-methoxybenzoylmethylene)-oxazolidine
• 英文别名: 1-(4-Methoxyphenyl)-2-(1,3-oxazolidin-2-ylidene)ethanone
• CAS: 1169983-32-7
• 化学式: C₁₂H₁₃NO₃
• 分子量: 219.24
• InChiKey: MSCKJOUDWONULU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-methoxybenzoylmethylene)-oxazolidine 、 3,4-二羟基甲苯 以 乙腈 为溶剂， 以81%的产率得到(E)-2-(4,5-dihydroxy-2-methylphenyl)-1-(4-methoxyphenyl)-2-(oxazolidin-2-ylidene)ethanone
  参考文献：
  名称：

  烯酮N，O-乙缩醛存在下邻苯二酚的电化学氧化：吲哚形成与α-芳基化

  摘要：

  使用循环伏安法和恒流电解方法研究了在烯酮N，O-乙缩醛存在下对儿茶酚的阳极氧化。结果表明，在乙烯酮N，O-乙缩醛的存在下，4-甲基邻苯二酚的阳极氧化可提供令人满意的产率的α-芳基化产物。同时，可以根据ECEC机理由简单的3-取代的邻苯二酚或邻苯二酚本身合成吲哚。另外，通过简单地改变电解质溶液的组成，α-芳基化或吲哚形成可能是主要途径。

  DOI：

  10.1016/j.tet.2011.09.126
• 作为产物：
  描述：

  1-(4-甲氧基苯基)-3,3-二(甲硫基)-2-丙烯-1-酮 、 C.I.酸性橙108 以 水 为溶剂， 以73%的产率得到2-(4-methoxybenzoylmethylene)-oxazolidine
  参考文献：
  名称：

  在水介质中区域选择性合成杂环烯酮 N,N-、N,O- 和 N,S-缩醛

  摘要：

  在没有任何酸/碱催化剂的情况下，乙烯酮二硫缩醛与乙烷-1,2-二胺、丙烷-1,3-二胺、2-氨基乙醇、3-氨基丙醇和2-氨基乙硫醇在普通水中反应得到杂环乙烯酮N,N-、N,O- 和 N,S-缩醛的收率良好。

  DOI：

  10.5012/bkcs.2010.31.04.859

文献信息

• One-Pot Electrochemical Synthesis of Fused Indole Derivatives Containing Active Hydroxyl Groups in Aqueous Medium
  作者：Cheng-Chu Zeng、Fu-Jian Liu、Da-Wei Ping、Li-Ming Hu、Yuan-Li Cai、Ru-Gang Zhong

  DOI：10.1021/jo901091s

  日期：2009.8.21

  An novel and convenient electrochemical approach was developed for the synthesis of indole derivatives from catechols and α-oxoheterocyclic ketene N,O-acetals. This method provides an environmentally benign access to fused indole derivatives containing active hydroxyls and carbonyl under mild reaction conditions.

  开发了一种新型便捷的电化学方法，用于从儿茶酚和α-氧杂环烯酮N，O-乙缩醛合成吲哚衍生物。该方法在温和的反应条件下提供了对环境友好的含有活性羟基和羰基的稠合吲哚衍生物的途径。
• Three-component solvent-free synthesis of highly substituted bicyclic pyridines containing a ring-junction nitrogen
  作者：Shengjiao Yan、Yulan Chen、Lin Liu、Nengqin He、Jun Lin

  DOI：10.1039/c0gc00373e

  日期：——

  An efficient one-pot, three-component synthesis of highly substituted bicyclic pyridines containing a ring-junction nitrogen, starting from simple and readily available materials, is described. Cyclocondensation of heterocyclic ketene aminals (HKAs), triethoxymethane, and active methylene compounds by refluxing under solvent-free and catalyst-free conditions, provided bicyclic pyridines in excellent

  高效的一锅三组分合成含环结的高度取代的双环吡啶 氮描述了从简单易用的材料开始的内容。杂环的环缩合烯酮 阿米那犬 （HKA）， 三乙氧基甲烷，并处于活动状态 亚甲基 化合物在无溶剂和回流下回流 催化剂在无条件的条件下，以优异的产率提供了双环吡啶。
• Synthesis of Bicyclic Pyridones via Cyclocondensation of Heterocyclic Ketene Aminals with β-Ketoester Enol Tosylates
  作者：Jun Lin、Sheng-Jiao Yan、Yan-Fei Niu、Rong Huang

  DOI：10.1055/s-0029-1217984

  日期：2009.10

  A series of novel bicyclic pyridones were easily prepared by cyclic condensation of heterocyclic ketene aminals with β-keto ester enol tosylates in the presence of a base to give products in excellent yields (80-95%).

  在碱的存在下，通过杂环烯酮胺醛与 β-酮酯烯醇甲苯磺酸酯的环缩合反应，可以很容易地制备一系列新型双环吡啶酮，以优异的产率 (80-95%) 得到产物。
• An Efficient Solvent- and Catalyst-Free Synthesis of Bicyclic Pyridones with High Molecular Diversity via Cascade Reaction
  作者：Chao Huang、Wen-Rong Yang、Huang-Mei Fu、Hong-Bin Wang、Li-Juan Yang

  DOI：10.3987/com-17-13849

  日期：——
• Biological evaluation of polyhalo 1,3-diazaheterocycle fused isoquinolin-1(2H)-imine derivatives
  作者：Chao Huang、Sheng-Jiao Yan、Xiang-Hui Zeng、Xiao-Yang Dai、Yin Zhang、Chen Qing、Jun Lin

  DOI：10.1016/j.ejmech.2011.01.036

  日期：2011.4

  A series of polyhalo 1,3-diazaheterocycle fused isoquinolin-1(2H)-imines were evaluated in vitro against human tumour cell lines including A431, K562, HL60, HepG2 and Skov-3. As a result, some of the target compounds such as 5b, 5c, 5i, 5o, 6c, 6h and 7f showed stronger cytotoxicity against K562, H562 and Skov-3 cells in comparison with cisplatin, and the others displayed moderate cytotoxicity to A431 and HepG2. Biological investigations using the representative compounds 5c, 6c and 6h were also performed in mice bearing S(180) and H(22) tumours. The results indicated that these three compounds inhibit S(180) and H22 growth. In addition, compounds 6c and 6h have very low acute toxicities. The preliminary analysis of structure-activity relationships is also discussed. (C) 2011 Elsevier Masson SAS. All rights reserved.