1-{2,3-diphenyl-5-(thiophen-2-yl)-1H-pyrrol-1-yl}ethanone | 1416814-38-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-{2,3-diphenyl-5-(thiophen-2-yl)-1H-pyrrol-1-yl}ethanone
• 英文别名: 1-(2,3-Diphenyl-5-thiophen-2-ylpyrrol-1-yl)ethanone；1-(2,3-diphenyl-5-thiophen-2-ylpyrrol-1-yl)ethanone
• CAS: 1416814-38-4
• 化学式: C₂₂H₁₇NOS
• 分子量: 343.449
• InChiKey: ZBUXARLMSUZIIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  50.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-噻吩-2-基-乙酮肟 在 copper(l) iodide 、 copper diacetate 、 palladium diacetate 、 sodium hydrogensulfite 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,2-二氯乙烷 、 乙腈 为溶剂， 生成 1-{2,3-diphenyl-5-(thiophen-2-yl)-1H-pyrrol-1-yl}ethanone
  参考文献：
  名称：

  Pd-Catalyzed Oxidative Coupling of Enamides and Alkynes for Synthesis of Substituted Pyrroles

  摘要：

  A novel and efficient palladium(II)-catalyzed alkenyl C-H activation oxidative annulation of enamides with alkynes for the synthesis of substituted pyrroles has been developed. The reaction tolerates a wide range of functional groups and is a reliable method for the synthesis of triaryl-substituted pyrroles in high yields.

  DOI：

  10.1021/ol403517p

文献信息

• Versatile Pyrrole Synthesis through Ruthenium(II)-Catalyzed Alkene C–H Bond Functionalization on Enamines
  作者：Lianhui Wang、Lutz Ackermann

  DOI：10.1021/ol303224e

  日期：2013.1.4

  An efficient ruthenium(II) catalyst enabled broadly applicable oxidative alkyne annulations with electron-rich enamines to provide diversely decorated pyrroles, even in an aerobic fashion with air as the ideal oxidant.

  高效的钌（II）催化剂使带有富电子的烯胺的广泛应用的氧化炔烃环化反应能够提供装饰多样的吡咯，即使是在有氧的情况下，以空气作为理想氧化剂也是如此。
• Cobalt(<scp>iii</scp>)-catalyzed synthesis of pyrroles from enamides and alkynes
  作者：Wenlong Yu、Wei Zhang、Yue Liu、Yougui Zhou、Zhanxiang Liu、Yuhong Zhang

  DOI：10.1039/c6ra01992g

  日期：——

  An efficient and regioselective cobalt-catalyzed synthesis of multi-substituted pyrroles is reported by the use of readily available enamides and alkynes. The success of the process relies on the employment of a catalytic amount of Cp*Co(CO)I2 together with CuO as the oxidant.

  通过使用容易获得的酰胺和炔烃，报告了多取代吡咯的有效且区域选择性的钴催化的合成。该方法的成功取决于使用催化量的Cp * Co（CO）I 2和CuO作为氧化剂。
• Pd-Catalyzed Oxidative Coupling of Enamides and Alkynes for Synthesis of Substituted Pyrroles
  作者：Mi-Na Zhao、Zhi-Hui Ren、Yao-Yu Wang、Zheng-Hui Guan

  DOI：10.1021/ol403517p

  日期：2014.1.17

  A novel and efficient palladium(II)-catalyzed alkenyl C-H activation oxidative annulation of enamides with alkynes for the synthesis of substituted pyrroles has been developed. The reaction tolerates a wide range of functional groups and is a reliable method for the synthesis of triaryl-substituted pyrroles in high yields.