(Z)-2-benzylidene-3-(4-methoxyphenyl)-5-oxopyrazolidin-2-ium-1-ide | 1426936-23-3

• 英文名称: (Z)-2-benzylidene-3-(4-methoxyphenyl)-5-oxopyrazolidin-2-ium-1-ide
• CAS: 1426936-23-3
• 化学式: C₁₇H₁₆N₂O₂
• 分子量: 280.326
• InChiKey: SXQBMYFSKTWUCH-UNOMPAQXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  (Z)-2-benzylidene-3-(4-methoxyphenyl)-5-oxopyrazolidin-2-ium-1-ide 、 methyl 3-tert-butyldimethylsilyloxy-2-diazobut-3-enoate 在 dirhodium tetraacetate 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以87%的产率得到methyl (3R,5R)-7-((tert-butyldimethylsilyl)oxy)-3-(4-methoxyphenyl)-1-oxo-5-phenyl-2,3,5,8-tetrahydro-1H-pyrazolo[1,2-a]pyridazine-6-carboxylate
  参考文献：
  名称：

  Bicyclic Pyrazolidinone Derivatives from Diastereoselective Catalytic [3 + 3]-Cycloaddition Reactions of Enoldiazoacetates with Azomethine Imines

  摘要：

  A highly regio- and diastereoselective synthesis of bicyclic pyrazolidinone derivatives by rhodium(II) acetate catalyzed [3 + 3]-annulation with enoldiazoacetates and azomethine imines has been achieved in high yield. A vinylogous reaction of the metal enol carbene with the azomethine imine Initiates [3 + 3]-cycloaddition, whereas reaction at the carbene center effects N-N-cleavage of the azomethine imine.

  DOI：

  10.1021/ol400339c

文献信息

• Catalytic [3 + 3]-Cycloaddition for Regioselective Preparation of Tricyclic Oxadiazines
  作者：T. Prabhakar Reddy、A. Vamshi Krishna、Dhevalapally B. Ramachary

  DOI：10.1021/acs.orglett.8b02719

  日期：2018.11.16

  Agrochemically useful and structurally important, functionally rich tricyclic-oxadiazines were synthesized in very good yields with excellent diastereoselectivities through a catalytic [3 + 3]-cycloaddition from the readily available p-quinols, azomethine imines, and a catalytic amount of Brønsted base (KOtBu).

  通过从容易获得的对苯二酚，偶氮甲亚胺和催化量的Brønsted碱（KO t Bu）。
• Synthesis of pyrazolotetrazepin-7-ones from 1,3,5-triazinanes with N,N′-cyclic azomethine imines via a formal (5 + 2) pathway
  作者：Bin Cheng、Yixuan He、Hongjian Yang、Hui Li、Xinping Zhang、Wei Xu、Haiyan Sun、Taimin Wang、Hongbin Zhai

  DOI：10.1016/j.tet.2021.132130

  日期：2021.6

  The synthesis of pyrazolotetrazepin-7-ones from 1,3,5-triazinanes with N,N′-cyclic azomethine imines was achieved via a formal (5 + 2) pathway under thermal conditions. The annulation reaction is catalyst-free and additive-free.

  由 1,3,5-三嗪烷与 N,N'-环状偶氮甲亚胺合成 pyrazolotetrazepin-7-ones 是通过正式的 (5 + 2) 途径在热条件下实现的。环化反应是无催化剂和无添加剂的。