2-(2-ethoxyphenyl)pyrimidine | 1529531-54-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(2-ethoxyphenyl)pyrimidine
• 英文别名: 2-(2-Ethoxyphenyl)pyrimidine
• CAS: 1529531-54-1
• 化学式: C₁₂H₁₂N₂O
• 分子量: 200.24
• InChiKey: KQTBKUWZVMMKFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-乙氧基苯甲醛 在 吡啶 、 碘 、 potassium carbonate 、 sodium hydroxide 作用下， 以 二氯甲烷 、 二甲基亚砜 、 叔丁醇 为溶剂， 反应 4.0h， 生成 2-(2-ethoxyphenyl)pyrimidine
  参考文献：
  名称：

  Efficient and Benign One-Pot Conversion of N-Tosyl-1,4,5,6-tetrahydropyrimidines to Pyrimidines via Tandem β-Elimination and Aromatization

  摘要：

  An efficient, mild, benign, and practical method for one-pot conversion of N-tosyl-1,4,5,6-tetrahydropyrimidines into pyrimidines is discussed in detail. In this method, N-tosyl-1,4,5,6-tetrahydropyrimidines are first prepared via N-tosylation of tetrahydropyrimidines with TsCl and then treated with 1.5 equivalents of NaOH in dimethylsulfoxide (DMSO) under air at 60 degrees C to afford corresponding pyrimidines in 70-95% yields via cascade -elimination and aromatization. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resources: Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.764433

文献信息

• Directing Group‐Promoted Inert C−O Bond Activation Using Versatile Boronic Acid as a Coupling Agent
  作者：Ram Ambre、Ting‐Hsuan Wang、Anmei Xian、Yu‐Shiuan Chen、Yu‐Fu Liang、Titel Jurca、Lili Zhao、Tiow‐Gan Ong

  DOI：10.1002/chem.202004132

  日期：2020.12.18

  strategy facilitates the efficient catalytic cross‐coupling of methoxyarenes with a variety of organoboron reagents. Directing groups facilitate the activation of inert C−O bonds in under‐utilized aryl methyl ethers enabling their adaptation for C−C cross‐coupling reactions as less toxic surrogates to the ubiquitous haloarenes. The method reported enables C−C cross‐coupling with readily available and economical

  一个简单的Ni（cod）2卡宾介导的策略促进了甲氧基芳烃与多种有机硼试剂的高效催化交叉偶联。定向基团可促进未充分利用的芳基甲基醚中惰性C-O键的活化，使它们能够适应C-C交叉偶联反应，因为对普遍存在的卤代芳烃的毒性较小。报道的方法可以使C-C与现成的经济型芳基硼酸试剂进行交叉偶联，这是前所未有的，并且可以与具有类似高反应活性的其他有机硼试剂进行比较。据报道，扩展了引导基团辅助的化学选择性的C-O键裂解，并进一步应用于合成新型双官能联芳基。
• Efficient and Benign One-Pot Conversion of <i>N</i>-Tosyl-1,4,5,6-tetrahydropyrimidines to Pyrimidines via Tandem <font>β</font>-Elimination and Aromatization
  作者：Tien Ha Trieu、Jing Dong、Xiao-Xin Shi、Xia Lu、Qiang Zhang

  DOI：10.1080/00397911.2013.764433

  日期：2013.12.2

  An efficient, mild, benign, and practical method for one-pot conversion of N-tosyl-1,4,5,6-tetrahydropyrimidines into pyrimidines is discussed in detail. In this method, N-tosyl-1,4,5,6-tetrahydropyrimidines are first prepared via N-tosylation of tetrahydropyrimidines with TsCl and then treated with 1.5 equivalents of NaOH in dimethylsulfoxide (DMSO) under air at 60 degrees C to afford corresponding pyrimidines in 70-95% yields via cascade -elimination and aromatization. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resources: Full experimental and spectral details.]