1-acetyl-N-(5-chloro-2-methoxyphenyl)cyclopropane-1-carboxamide | 1067879-75-7

• 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: 1-acetyl-N-(5-chloro-2-methoxyphenyl)cyclopropane-1-carboxamide
• CAS: 1067879-75-7
• 化学式: C₁₃H₁₄ClNO₃
• 分子量: 267.712
• InChiKey: ZBWRHCYKAIBDAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-acetyl-N-(5-chloro-2-methoxyphenyl)cyclopropane-1-carboxamide 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以91%的产率得到4-acetyl-N-(5-chloro-2-methoxyphenyl)-3,4,5,6-tetrahydro-1,2,3-triazine-4-carboxamide
  参考文献：
  名称：

  Catalyst-Free Tandem Reaction for the Synthesis of Tetrahydro-1,2,3-triazine Derivatives

  摘要：

  A simple and efficient method for the synthesis of tetrahydro-1,2,3-triazine derivatives was developed through a one-pot ring-opening/ring-closing tandem reaction. By the tandem reaction, various previously unreported tetrahydro-1,2,3-triazines were prepared by cyclopropane derivatives and NaN3 with 90-97% yields under the catalyst-free conditions.

  DOI：

  10.3987/com-19-14046

文献信息

• DABCO-catalyzed ring opening of activated cyclopropanes and recyclization leading to γ-lactams with an all-carbon quaternary center
  作者：Shaoxia Lin、Ling Li、Fushun Liang、Qun Liu

  DOI：10.1039/c4cc03392b

  日期：——

  A novel and efficient method for the construction of gamma-lactams with an all-carbon quaternary center is developed via a DABCO-catalyzed reaction of EWG-activated cyclopropanecarboxamides and electron-deficient alkenes. The process involves sequential ring-opening of activated cyclopropanes, intermolecular Michael addition and intramolecular aza-cyclization.

  通过DABCO催化的EWG活化的环丙烷甲酰胺与缺电子的烯烃反应，开发了一种具有全碳四元中心的新型高效内酰胺结构方法。该过程涉及活化环丙烷的顺序开环，分子间迈克尔加成和分子内氮杂环化。
• Ring-Enlargement of Dimethylaminopropenoyl Cyclopropanes: An Efficient Route to Substituted 2,3-Dihydrofurans
  作者：Rui Zhang、Yongjiu Liang、Guangyuan Zhou、Kewei Wang、Dewen Dong

  DOI：10.1021/jo801289p

  日期：2008.10.17

  A convenient and efficient synthesis of substituted dihydrofurans is developed via ring-enlargement of 1-dimethylaminopropenoyl-1-carbamoyl/benzoyl cyclopropanes catalyzed by ammonium acetate in acetic acid with high regio- and stereoselectivity. Some of the newly synthesized substituted dihydrofurans are subjected to further synthetic transformation in the presence of NaOH (aq) in ethanol to afford

  通过乙酸铵在乙酸中催化的1-二甲基氨基丙烯酰基-1-氨基甲酰基/苯甲酰基环丙烷的环区域选择性高和立体选择性高的合成，开发了一种方便高效的取代二氢呋喃合成方法。一些新合成的取代二氢呋喃在乙醇中的NaOH（水溶液）存在下进行进一步的合成转化，得到相应的5-芳基-2,3-二氢呋喃[3,2-c]吡啶-4（5H）-高产的。
• Catalyst-Free Tandem Reaction for the Synthesis of Tetrahydro-1,2,3-triazine Derivatives
  作者：Zhifang Jia、Gang Yi、Kewei Wang、Huijun Liu、Yong Guo、Feng Feng

  DOI：10.3987/com-19-14046

  日期：——

  A simple and efficient method for the synthesis of tetrahydro-1,2,3-triazine derivatives was developed through a one-pot ring-opening/ring-closing tandem reaction. By the tandem reaction, various previously unreported tetrahydro-1,2,3-triazines were prepared by cyclopropane derivatives and NaN3 with 90-97% yields under the catalyst-free conditions.