diethyl 2-(2-(1H-pyrazol-1-yl)phenyl)malonate | 1436429-39-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: diethyl 2-(2-(1H-pyrazol-1-yl)phenyl)malonate
• 英文别名: Diethyl 2-(2-pyrazol-1-ylphenyl)propanedioate；diethyl 2-(2-pyrazol-1-ylphenyl)propanedioate
• CAS: 1436429-39-8
• 化学式: C₁₆H₁₈N₂O₄
• 分子量: 302.33
• InChiKey: NWNNOVFUEDMNTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 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：

  重氮丙酸二乙酯 、 1-苯基吡唑 在 [(1,2,3,4,5-pentamethylcyclopentadienyl)*Co(CH₃CN)₃](SbF₆)₂ 作用下， 以 甲苯 为溶剂， 反应 9.0h， 以86%的产率得到diethyl 2-(2-(1H-pyrazol-1-yl)phenyl)malonate
  参考文献：
  名称：

  Cp * Co（III）催化α-重氮羰基化合物对芳烃和杂芳烃的C–H键的选择性烷基化

  摘要：

  Cp * Co（III）催化的芳烃和杂芳烃的直接C-H键选择性烷基化反应是使用衍生自α-重氮羰基化合物的供体-受体碳烯完成的。所开发的方法允许以良好至优异的产率容易地获得各种取代的α-（杂）芳基-α-芳酸衍生物。通过取代的吲哚衍生物（一种抗癌药）的合成也显示出合成效用。

  DOI：

  10.1039/c8ob02111b

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.
• Cp*Co(<scp>iii</scp>)-catalysed selective alkylation of C–H bonds of arenes and heteroarenes with α-diazocarbonyl compounds
  作者：Jayanta Ghorai、Manthena Chaitanya、Pazhamalai Anbarasan

  DOI：10.1039/c8ob02111b

  日期：——

  Cp*Co(III)-catalysed selective alkylation of directed C–H bonds of arenes and heteroarenes has been accomplished employing donor–acceptor carbenes, derived from α-diazocarbonyl compounds. The developed method allows ready access to various substituted α-(hetero)aryl-α-arylacetic acid derivatives in good to excellent yields. Synthetic utility was also shown through the synthesis of a substituted indole

  Cp * Co（III）催化的芳烃和杂芳烃的直接C-H键选择性烷基化反应是使用衍生自α-重氮羰基化合物的供体-受体碳烯完成的。所开发的方法允许以良好至优异的产率容易地获得各种取代的α-（杂）芳基-α-芳酸衍生物。通过取代的吲哚衍生物（一种抗癌药）的合成也显示出合成效用。