methyl 5,6-dihydro-10-methyl-1-nitropyrazolo[5,1-a]isoquinoline-8-carboxylate | 1011801-67-4

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: methyl 5,6-dihydro-10-methyl-1-nitropyrazolo[5,1-a]isoquinoline-8-carboxylate
• 英文别名: Methyl 10-methyl-1-nitro-5,6-dihydropyrazolo[5,1-a]isoquinoline-8-carboxylate
• CAS: 1011801-67-4
• 化学式: C₁₄H₁₃N₃O₄
• 分子量: 287.275
• InChiKey: JHMDVPNLBPQXJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  89.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-(2-溴乙基)-4-硝基-1H-吡唑 、 4-碘-3-甲基苯甲酸甲酯 在 palladium diacetate 降冰片烯 、 三(2-呋喃基)膦 、 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以45%的产率得到methyl 5,6-dihydro-10-methyl-1-nitropyrazolo[5,1-a]isoquinoline-8-carboxylate
  参考文献：
  名称：

  A Palladium-Catalyzed Alkylation/Direct Arylation Synthesis of Nitrogen-Containing Heterocycles

  摘要：

  [Graphics]A norbornene-mediated palladium-catalyzed sequence is described in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one reaction vessel. The aryl-heteroaryl bond-forming step occurs via a direct arylation reaction. A number of six-, seven-, and eight-membered ring-annulated indoles, pyrroles, pyrazoles, and azaindoles were synthesized from the corresponding bromoalkyl azole and an aryl iodide.

  DOI：

  10.1021/jo702052b

文献信息

• A Palladium-Catalyzed Alkylation/Direct Arylation Synthesis of Nitrogen-Containing Heterocycles
  作者：Christophe Blaszykowski、Evangelos Aktoudianakis、Dino Alberico、Cyril Bressy、David G. Hulcoop、Farnaz Jafarpour、Arash Joushaghani、Benoît Laleu、Mark Lautens

  DOI：10.1021/jo702052b

  日期：2008.3.1

  [Graphics]A norbornene-mediated palladium-catalyzed sequence is described in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one reaction vessel. The aryl-heteroaryl bond-forming step occurs via a direct arylation reaction. A number of six-, seven-, and eight-membered ring-annulated indoles, pyrroles, pyrazoles, and azaindoles were synthesized from the corresponding bromoalkyl azole and an aryl iodide.