2-(4-Methoxyphenyl)-3-methyl-6-phenylimidazo[2,1-b][1,3]thiazole | 1333079-90-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-Methoxyphenyl)-3-methyl-6-phenylimidazo[2,1-b][1,3]thiazole
• 英文别名: 2-(4-methoxyphenyl)-3-methyl-6-phenylimidazo[2,1-b][1,3]thiazole
• CAS: 1333079-90-5
• 化学式: C₁₉H₁₆N₂OS
• 分子量: 320.415
• InChiKey: USVCJIIWCKLCQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  54.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-溴苯乙酮 在 copper(l) iodide 、 lithium tert-butoxide 作用下， 以 N,N-二甲基乙酰胺 、 丙酮 为溶剂， 反应 23.0h， 生成 2-(4-Methoxyphenyl)-3-methyl-6-phenylimidazo[2,1-b][1,3]thiazole
  参考文献：
  名称：

  Ligand-Free Copper-Catalyzed Regioselective C-2 Arylation of Imidazo[2,1-b]thiazoles

  摘要：

  An effective, regioselective C-2 arylation of imidazo[2,1-b]thiazoles catalyzed by Cu(I) has been developed. This arylation proceeded smoothly without promotion of the ligands, and various functional (22 samples) groups were well tolerated. Preliminary mechanistic studies of this arylation are also reported.

  DOI：

  10.1021/ol2021109

文献信息

• Direct arylation of imidazo[2,1-<i>b</i>]thiazoles and thiazoles with aryl iodides via CuCl₂/PPh₃-catalyzed C-H bond functionalization
  作者：Yuchang Ma、Min Na、Yanfang Gu、Guoli Huang、Xia Li、Yegao Chen

  DOI：10.1002/aoc.3263

  日期：2015.3

  With PPh3 acting as a ligand, a convenient method for CuCl2‐catalyzed arylation of imidazo[1,2‐b]thiazoles and thiazoles with aryl iodides under mild reaction conditions is described. Preliminary mechanistic studies of this arylation involving a formal Cu(I) to Cu(0) and Cu(II) route by convergent disproportionation of the copper mediator are also reported. Copyright © 2015 John Wiley & Sons, Ltd.

  以PPh 3为配体，描述了一种在温和的反应条件下用CuCl 2催化咪唑并[1,2- b ]噻唑和噻唑与芳基碘化物的芳基化的简便方法。还报道了这种芳构化的初步机理研究，涉及通过铜介质的会聚歧化，形成正式的Cu（I）到Cu（0）和Cu（II）路线。版权所有©2015 John Wiley＆Sons，Ltd.
• Ligand-Free Copper-Catalyzed Regioselective C-2 Arylation of Imidazo[2,1-<i>b</i>]thiazoles
  作者：Guoli Huang、Hongsheng Sun、Xiaojie Qiu、Can Jin、Chen Lin、Yingzhong Shen、Juli Jiang、Leyong Wang

  DOI：10.1021/ol2021109

  日期：2011.10.7

  An effective, regioselective C-2 arylation of imidazo[2,1-b]thiazoles catalyzed by Cu(I) has been developed. This arylation proceeded smoothly without promotion of the ligands, and various functional (22 samples) groups were well tolerated. Preliminary mechanistic studies of this arylation are also reported.