(5-bromo-2-hydroxyphenyl)-[5-methyl-2-(2-methylsulfanylethyl)-4-pyridin-4-yl-1H-pyrrol-3-yl]methanone | 1093451-39-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5-bromo-2-hydroxyphenyl)-[5-methyl-2-(2-methylsulfanylethyl)-4-pyridin-4-yl-1H-pyrrol-3-yl]methanone
• CAS: 1093451-39-8
• 化学式: C₂₀H₁₉BrN₂O₂S
• 分子量: 431.353
• InChiKey: FOLHABCBWABDOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  91.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-methyl-4-(2-methylsulfanyl-ethyl)-4H-oxazol-5-one 、 2-(4-pyridylmethylene)-5-bromo-3(2H)-benzofuranone 在 silver(I) acetate 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到(5-bromo-2-hydroxyphenyl)-[5-methyl-2-(2-methylsulfanylethyl)-4-pyridin-4-yl-1H-pyrrol-3-yl]methanone
  参考文献：
  名称：

  Regioselective Synthesis of Tetrasubstituted Pyrroles by 1,3-Dipolar Cycloaddition and Spontaneous Decarboxylation

  摘要：

  We developed a novel regioselective synthesis of tetrasubstituted pyrroles via the classic 1,3-dipolar cycloaddition of alpha,beta-unsaturated benzofuran-3(2h)-one and azlactones (1) followed by spontaneous decarboxylation. The complete regiochemical control of tetrasubstituted pyrroles was confirmed by the orthogonal synthesis of complementary regioisomers (7a and 7b) simply by using different azlactones (1a and 1b, respectively).

  DOI：

  10.1021/ol8022193

文献信息

• Regioselective Synthesis of Tetrasubstituted Pyrroles by 1,3-Dipolar Cycloaddition and Spontaneous Decarboxylation
  作者：Yongju Kim、Jonghoon Kim、Seung Bum Park

  DOI：10.1021/ol8022193

  日期：2009.1.1

  We developed a novel regioselective synthesis of tetrasubstituted pyrroles via the classic 1,3-dipolar cycloaddition of alpha,beta-unsaturated benzofuran-3(2h)-one and azlactones (1) followed by spontaneous decarboxylation. The complete regiochemical control of tetrasubstituted pyrroles was confirmed by the orthogonal synthesis of complementary regioisomers (7a and 7b) simply by using different azlactones (1a and 1b, respectively).