(Z)-4-(2-bromobenzylidene)-5-methyl-2-phenyl-2,4-dihydro-3Hpyrazol-3-one

• 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: (Z)-4-(2-bromobenzylidene)-5-methyl-2-phenyl-2,4-dihydro-3Hpyrazol-3-one
• 英文别名: (4Z)-4-[(2-bromophenyl)methylidene]-5-methyl-2-phenylpyrazol-3-one
• 化学式: C₁₇H₁₃BrN₂O
• 分子量: 341.207
• InChiKey: IJEXZPBIOQRIGN-PTNGSMBKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  依达拉奉 、 邻溴苯甲醛 在 1,10-菲罗啉 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 二甲基亚砜 为溶剂， 反应 6.0h， 以92%的产率得到(Z)-4-(2-bromobenzylidene)-5-methyl-2-phenyl-2,4-dihydro-3Hpyrazol-3-one
  参考文献：
  名称：

  Copper-Catalyzed Tandem O-Arylation–Oxidative Cross Coupling: Synthesis of Chromone Fused Pyrazoles

  摘要：

  Intermolecular tandem copper-catalyzed O-arylation-oxidative acylation (cross dehydrogenative coupling-CDC) has been developed under air as an oxidant. The reaction between 2,4-dihydro-3H-pyrazol-3-ones and ortho-halo aryl carboxaldehydes furnished the corresponding chromone fused pyrazoles, in a straightforward manner. The synthetic utility of the presented tandem catalysis has been demonstrated with the synthesis of an A(2)-subtype selective adenosine receptor antagonist in only two steps.[GRAPHICS]

  DOI：

  10.1021/acs.joc.6b02890

文献信息

• Copper-Catalyzed Tandem O-Arylation–Oxidative Cross Coupling: Synthesis of Chromone Fused Pyrazoles
  作者：Owk Obulesu、K. Harish Babu、Jagadeesh Babu Nanubolu、Surisetti Suresh

  DOI：10.1021/acs.joc.6b02890

  日期：2017.3.17

  Intermolecular tandem copper-catalyzed O-arylation-oxidative acylation (cross dehydrogenative coupling-CDC) has been developed under air as an oxidant. The reaction between 2,4-dihydro-3H-pyrazol-3-ones and ortho-halo aryl carboxaldehydes furnished the corresponding chromone fused pyrazoles, in a straightforward manner. The synthetic utility of the presented tandem catalysis has been demonstrated with the synthesis of an A(2)-subtype selective adenosine receptor antagonist in only two steps.[GRAPHICS]