2-(naphtho[2,1-d]thiazol-2-yl)phenol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并噻唑类
• 英文名称: 2-(naphtho[2,1-d]thiazol-2-yl)phenol
• 英文别名: 2-Benzo[g][1,3]benzothiazol-2-ylphenol；2-benzo[g][1,3]benzothiazol-2-ylphenol
• 化学式: C₁₇H₁₁NOS
• 分子量: 277.346
• InChiKey: FNAQEPTZINTQCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  水杨醛 、 2-萘胺 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 碘化铵 作用下， 以 二甲基亚砜 、 氯苯 为溶剂， 反应 24.0h， 以94%的产率得到2-(naphtho[2,1-d]thiazol-2-yl)phenol
  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

• Assembly of 2-Arylbenzothiazoles through Three-Component Oxidative Annulation under Transition-Metal-Free Conditions
  作者：Xingzong Che、Jingjing Jiang、Fuhong Xiao、Huawen Huang、Guo-Jun Deng

  DOI：10.1021/acs.orglett.7b02168

  日期：2017.9.1

  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.