4-(2-bromopropan-2-yl)-4,5-dihydro-2,4'-bithiazole | 1581731-05-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 亚氨硫酯类
• 英文名称: 4-(2-bromopropan-2-yl)-4,5-dihydro-2,4'-bithiazole
• 英文别名: 4-[4-(2-Bromopropan-2-yl)-4,5-dihydro-1,3-thiazol-2-yl]-1,3-thiazole；4-[4-(2-bromopropan-2-yl)-4,5-dihydro-1,3-thiazol-2-yl]-1,3-thiazole
• CAS: 1581731-05-6
• 化学式: C₉H₁₁BrN₂S₂
• 分子量: 291.236
• InChiKey: QRJNXVLAMPFUSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  78.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-methylbut-2-en-1-yl N-((perfluorobenzoyl)oxy)thiazole-4-carbimidothioate 在 copper(I) bromide dimethylsulfide complex 、 lithium bromide 作用下， 以 1,4-二氧六环 为溶剂， 反应 9.0h， 以98%的产率得到4-(2-bromopropan-2-yl)-4,5-dihydro-2,4'-bithiazole
  参考文献：
  名称：

  Synthesis of Thiazolines by Copper Catalyzed Aminobromination of Thiohydroximic Acids

  摘要：

  A copper catalyzed aminobromination of Alkene tethered thiohydroximic acids is described, providing a rapid approach to unnatural thiazoline scaffolds not readily available via existing methods. Moderate to high yields of bromothiazolines are obtained with alkyl- and aryl-substituted thiohydroximic acid building blocks containing mono-, di-, and trisubstituted alkenes. The reaction provides high levels of 5-exo selectivity, and terminally monosubstituted alkenes result in predominant syn-diastereoselectivity.

  DOI：

  10.1021/ol500588v

文献信息

• Synthesis of Thiazolines by Copper Catalyzed Aminobromination of Thiohydroximic Acids
  作者：Bérénice C. Lemercier、Joshua G. Pierce

  DOI：10.1021/ol500588v

  日期：2014.4.4

  A copper catalyzed aminobromination of Alkene tethered thiohydroximic acids is described, providing a rapid approach to unnatural thiazoline scaffolds not readily available via existing methods. Moderate to high yields of bromothiazolines are obtained with alkyl- and aryl-substituted thiohydroximic acid building blocks containing mono-, di-, and trisubstituted alkenes. The reaction provides high levels of 5-exo selectivity, and terminally monosubstituted alkenes result in predominant syn-diastereoselectivity.