1H-Pyrazole, 3-nitro-1-[(E)-2-phenylethenyl]-

• 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: 1H-Pyrazole, 3-nitro-1-[(E)-2-phenylethenyl]-
• 英文别名: 3-nitro-1-[(E)-2-phenylethenyl]pyrazole
• 化学式: C₁₁H₉N₃O₂
• 分子量: 215.211
• InChiKey: HIEZABAFYUTJPI-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  反式-BETA-苯乙烯硼酸 、 3-硝基吡唑 在 吡啶 、 氧气 、 copper(II) sulfate 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以42%的产率得到1H-Pyrazole, 3-nitro-1-[(E)-2-phenylethenyl]-
  参考文献：
  名称：

  Regioselectivity of the Chan–Lam coupling of ambident nitropyrazoles with trans-styrylboronic acid

  摘要：

  Regioselectivity of the Chan-Lam coupling of ambident nitropyrazoles with trans-styrylboronic acid depends on the base and catalyst nature and can vary the N(1)/N(2)-isomer ratio from similar to 2 : 1 to similar to 1 : 2. 2-Methyl-4-nitro- and 2,4-dinitroimidazoles are unreactive in this reaction. The structure of N(1)/N(2) isomers was elucidated by NOE measurements and by the comparison of experimental and DFT calculated C-13 NMR chemical shifts.

  DOI：

  10.1016/j.mencom.2020.03.018

文献信息

• Regioselectivity of the Chan–Lam coupling of ambident nitropyrazoles with trans-styrylboronic acid
  作者：Dmitry V. Davydov、Petr K. Sazonov、Yurii F. Oprunenko

  DOI：10.1016/j.mencom.2020.03.018

  日期：2020.3

  Regioselectivity of the Chan-Lam coupling of ambident nitropyrazoles with trans-styrylboronic acid depends on the base and catalyst nature and can vary the N(1)/N(2)-isomer ratio from similar to 2 : 1 to similar to 1 : 2. 2-Methyl-4-nitro- and 2,4-dinitroimidazoles are unreactive in this reaction. The structure of N(1)/N(2) isomers was elucidated by NOE measurements and by the comparison of experimental and DFT calculated C-13 NMR chemical shifts.