methyl 3-oxo-2-(2-(pyridin-2-yl)propan-2-yl)-2,3-dihydrobenzo[d]isothiazole-6-carboxylate

• 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: methyl 3-oxo-2-(2-(pyridin-2-yl)propan-2-yl)-2,3-dihydrobenzo[d]isothiazole-6-carboxylate
• 英文别名: Methyl 3-oxo-2-(2-pyridin-2-ylpropan-2-yl)-1,2-benzothiazole-6-carboxylate；methyl 3-oxo-2-(2-pyridin-2-ylpropan-2-yl)-1,2-benzothiazole-6-carboxylate
• 化学式: C₁₇H₁₆N₂O₃S
• 分子量: 328.392
• InChiKey: UTBTWCUOJJDQTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  84.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl 4-((2-(pyridin-2-yl)propan-2-yl)carbamoyl)benzoate 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 copper(II) acetate monohydrate 、 四丁基碘化铵 、 silver(l) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以96%的产率得到methyl 3-oxo-2-(2-(pyridin-2-yl)propan-2-yl)-2,3-dihydrobenzo[d]isothiazole-6-carboxylate
  参考文献：
  名称：

  Cu(II)-Mediated C–S/N–S Bond Formation via C–H Activation: Access to Benzoisothiazolones Using Elemental Sulfur

  摘要：

  A copper-mediated CS/NS bondforming reaction via CH activation that uses elemental sulfur has been developed. The addition of TBAI was found to be crucial for the success of this transformation. The method is scalable, shows excellent functional group tolerance, and is compatible with heterocycle substrates, providing efficient and practical access to benzoisothiazolones. The direct diversification of the benzoisothiazolone products into a variety of sulfur-containing compounds is also demonstrated.

  DOI：

  10.1021/ol5027156

文献信息

• Cu(II)-Mediated C–S/N–S Bond Formation via C–H Activation: Access to Benzoisothiazolones Using Elemental Sulfur
  作者：Fa-Jie Chen、Gang Liao、Xin Li、Jun Wu、Bing-Feng Shi

  DOI：10.1021/ol5027156

  日期：2014.11.7

  A copper-mediated CS/NS bondforming reaction via CH activation that uses elemental sulfur has been developed. The addition of TBAI was found to be crucial for the success of this transformation. The method is scalable, shows excellent functional group tolerance, and is compatible with heterocycle substrates, providing efficient and practical access to benzoisothiazolones. The direct diversification of the benzoisothiazolone products into a variety of sulfur-containing compounds is also demonstrated.