dimethyl 2-(2-(1H-pyrazol-1-yl)phenyl)malonate | 1436429-43-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: dimethyl 2-(2-(1H-pyrazol-1-yl)phenyl)malonate
• 英文别名: Dimethyl 2-(2-pyrazol-1-ylphenyl)propanedioate；dimethyl 2-(2-pyrazol-1-ylphenyl)propanedioate
• CAS: 1436429-43-4
• 化学式: C₁₄H₁₄N₂O₄
• 分子量: 274.276
• InChiKey: CVCLSLBPKUSLSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-叠氮丙二酸二甲酯 、 1-苯基吡唑 在 silver hexafluoroantimonate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 25.0h， 以76%的产率得到dimethyl 2-(2-(1H-pyrazol-1-yl)phenyl)malonate
  参考文献：
  名称：

  Rhodium(III)-Catalyzed Azacycle-Directed Intermolecular Insertion of Arene C–H Bonds into α-Diazocarbonyl Compounds

  摘要：

  Cp*Rh(III)-catalyzed intermolecular C C couplings between activated alpha-diazocarbonyl compounds and arenes bearing a range of azacyclic directing groups have been achieved. This catalytic alkylation reaction operates under mild conditions with good functional group tolerance.

  DOI：

  10.1021/jo400572h

文献信息

• Rhodium(III)-Catalyzed Azacycle-Directed Intermolecular Insertion of Arene C–H Bonds into α-Diazocarbonyl Compounds
  作者：Xinzhang Yu、Songjie Yu、Jian Xiao、Boshun Wan、Xingwei Li

  DOI：10.1021/jo400572h

  日期：2013.6.7

  Cp*Rh(III)-catalyzed intermolecular C C couplings between activated alpha-diazocarbonyl compounds and arenes bearing a range of azacyclic directing groups have been achieved. This catalytic alkylation reaction operates under mild conditions with good functional group tolerance.
• Cp∗Co(III)-catalyzed direct functionalization of aromatic C–H bonds with α-diazomalonates
  作者：Xu-Ge Liu、Shang-Shi Zhang、Jia-Qiang Wu、Qingjiang Li、Honggen Wang

  DOI：10.1016/j.tetlet.2015.05.025

  日期：2015.7

  Cp*Co(III)-catalyzed intermolecular C(sp(2))-C(sp(3)) assembly of (hetero)arenes with alpha-diazomalonates using a direct C-H functionalization logic was developed. A series of (hetero)arenes underwent alkylation efficiently under the assistance of pyrazolyl and pyrimidyl directing groups under relatively mild and operationally simple reaction conditions. Good functional group tolerance, satisfactory yields, and excellent regioselectivity were found. (C) 2015 Elsevier Ltd. All rights reserved.