6-isopropyl-2-phenylbenzothiazole | 1242326-27-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 6-isopropyl-2-phenylbenzothiazole
• 英文别名: 2-Phenyl-6-propan-2-yl-1,3-benzothiazole
• CAS: 1242326-27-7
• 化学式: C₁₆H₁₅NS
• 分子量: 253.368
• InChiKey: QLOJWPSIQLOPNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-异丙基苯胺 、 苯甲醛 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 氧气 、 potassium iodide 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 24.0h， 以68%的产率得到6-isopropyl-2-phenylbenzothiazole
  参考文献：
  名称：

  Assembly of 2-Arylbenzothiazoles through Three-Component Oxidative Annulation under Transition-Metal-Free Conditions

  摘要：

  Highly efficient methods for the synthesis of 2-arylbenzothiazoles and 2-arylnaphtho[2,1-d]thiazoles have been developed. Readily available aromatic amines, benzaldehydes, and elemental sulfur were directly assembled through oxidative annulation and C-H functionalization under transition-metal-free conditions, where DMSO or oxygen served as the oxidant. NH4I or KI as the catalyst was found to be effective to promote the transformations to give the annulation products in good to excellent yields with wide functional group tolerance.

  DOI：

  10.1021/acs.orglett.7b02168

文献信息

• Copper-Catalyzed Synthesis of Benzo[<i>b</i>]thiophenes and Benzothiazoles Using Thiocarboxylic Acids as a Coupling Partner
  作者：Hui Yu、Meishu Zhang、Yuzhe Li

  DOI：10.1021/jo401353w

  日期：2013.9.6

  copper-catalyzed approach to benzo[b]thiophene and benzothiazole derivatives using thiocarboxylic acids as a sulfur source has been developed. In the presence of CuI and 1,10-phen, and n-Pr3N as the base, (2-iodobenzyl)triphenylphosphonium bromide and (2-iodophenylimino)triphenylphosphorane reacted smoothly with thiocarboxylic acids to give benzo[b]thiophene and benzothiazole derivatives in good yields via

  已经开发出一种有效的铜催化方法，以硫代羧酸作为硫源，用于苯并[ b ]噻吩和苯并噻唑衍生物。在CuI和1,10-phen和n -Pr 3 N为碱的情况下，（2-碘苄基）三苯基溴化and和（2-碘苯基亚氨基）三苯基phosph与硫代羧酸平稳反应，生成苯并[ b ]噻吩和苯并噻唑通过顺序的Ullmann型C–S键耦合和Wittig缩合，可以得到高收率的衍生物。