2-[(E)-2-(4-amino-3-methyl-1,2-oxazol-5-yl)ethenyl]phenol | 1427648-84-7

• 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-[(E)-2-(4-amino-3-methyl-1,2-oxazol-5-yl)ethenyl]phenol
• CAS: 1427648-84-7
• 化学式: C₁₂H₁₂N₂O₂
• 分子量: 216.239
• InChiKey: ZRWHNZZYCSIMJC-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  72.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(E)-2-(4-amino-3-methyl-1,2-oxazol-5-yl)ethenyl]phenol 在 ammonium cerium (IV) nitrate 、 potassium carbonate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 4.33h， 生成
  参考文献：
  名称：

  轻度，高效地合成新型异恶唑基-苯并[d]吡嗪并[2,1–b] [1,3]恶唑

  摘要：

  新型2-3-甲基-5-[（E）-2-芳基-1-乙烯基] -4-异恶唑基-4,10a-二芳基-1,10a-二氢-2 H-苯并[ d ]吡嗪并[ 2,1- b ] [1,3]恶唑5可以通过2- [3-甲基-5-[（E）-2-芳基-1-乙烯基] -4-异恶唑基（2-oxo）的反应简单地获得-2-芳基乙基）氨基] -1-芳基-1-乙基酮3与邻氨基苯酚4在CAN催化剂的存在下。中间体2- [3-甲基-5 [[ E）-2-芳基-1-乙烯基] -4-异恶唑基（2-氧代-2-芳基乙基）氨基] -1-芳基-1-乙酮3，由4-氨基-3-甲基-5-苯乙烯基恶唑1反应制得，在K 2 CO 3存在下与苯乙酰胺2在乙醇中的溶液。新合成的化合物3a，3b，3c，3d，3e，3f，3g，3h，3i，3j，3k，3l和5a，5b，5c，5d，5e，5f，5g，5h，5i，5j的结构，5k，5l已通过分析和光谱数据确认。

  DOI：

  10.1002/jhet.2064

文献信息

• One-pot Multicomponent Synthesis of Isoxazolyl Spiro[indoline-3,2′-pyrrolidine]-2,4′-diones Catalyzed by CAN
  作者：Eligeti Rajanarendar、Baireddy Kishore、Saini Ramakrishna

  DOI：10.1002/jhet.2009

  日期：2015.11

  An efficient CAN‐catalyzed synthesis of isoxazolyl spiro[indoline‐3,2′‐pyrrolidine]‐2,4′‐diones has been developed via one‐pot three‐component reaction of isoxazole amine, differently substituted isatins, and acetone at room temperature. Several catalysts and solvents have been screened for the efficiency, but the optimum results were obtained with CAN in THF.

  通过异恶唑胺，不同取代的靛红和丙酮在室温下的一锅三组分反应，已开发出一种有效的CAN催化的异恶唑基螺[吲哚啉-3,2'-吡咯烷] -2,4'-二酮的合成方法。已经筛选了几种催化剂和溶剂以提高效率，但使用THF中的CAN可获得最佳结果。
• A facile synthesis, anti-inflammatory and analgesic activity of isoxazolyl-2,3-dihydrospiro[benzo[f]isoindole-1,3′-indoline]-2′,4,9-triones
  作者：E. Rajanarendar、S. Ramakrishna、K. Govardhan Reddy、D. Nagaraju、Y.N. Reddy

  DOI：10.1016/j.bmcl.2013.04.053

  日期：2013.7

  A new series of isoxazolyl-2,3-dihydrospiro[benzo[f]isoindole-1,3'-indoline]-2',4,9-triones (14) were synthesized by reaction of 4-amino-3-methyl-5-styrylisoxazole 10 with chloroacetic acid followed by a three component reaction with substituted isatins 12 and 1,4-naphthoquinone 13 using Ceric ammonium nitrate (CAN) catalyst under aerial oxidation condition. Structures of these compounds were established on the basis of IR, H-1 NMR, C-13 NMR and mass spectral data. The title compounds 14a-j were evaluated for their anti-inflammatory and analgesic activity. Compounds 14d, 14e and 14f exhibited potent anti-inflammatory and analgesic activity as that of standard drugs. (c) 2013 Elsevier Ltd. All rights reserved.