2-bromo-1-(1,1-dioxidobenzo[d]isothiazol-2(3H)-yl)ethanone | 1574387-98-6

• 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: 2-bromo-1-(1,1-dioxidobenzo[d]isothiazol-2(3H)-yl)ethanone
• CAS: 1574387-98-6
• 化学式: C₉H₈BrNO₃S
• 分子量: 290.137
• InChiKey: STZCPNFSNUOHEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.11
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  54.45
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-bromo-1-(1,1-dioxidobenzo[d]isothiazol-2(3H)-yl)ethanone 在 盐酸 、 sodium azide 、 palladium on activated charcoal 、 氢气 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 2-amino-1-(1,1-dioxidobenzo[d]isothiazol-2(3H)-yl)ethanone hydrogen chloride
  参考文献：
  名称：

  Catalytic Asymmetric Exo-Selective [C+NC+CC] Reaction

  摘要：

  A catalytic asymmetric version of the exoselective [C+NC+CC] reaction is reported. This multicomponent reaction utilizes a readily prepared achiral glycyl sultam as the "NC" component and commercially available catalyst components. The method can be applied to a variety of aldehydes ("C" component) and activated alkenes ("CC" component) to provide substituted pyrrolidines in good yields and high enantioselectivities. Of particular note is the ability to employ labile enolizable aldehydes (e.g., acetaldehyde and propionaldehyde) in this reaction.

  DOI：

  10.1021/ol500474a
• 作为产物：
  描述：

  糖精 在 lithium aluminium tetrahydride 、 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 16.25h， 生成 2-bromo-1-(1,1-dioxidobenzo[d]isothiazol-2(3H)-yl)ethanone
  参考文献：
  名称：

  Catalytic Asymmetric Exo-Selective [C+NC+CC] Reaction

  摘要：

  A catalytic asymmetric version of the exoselective [C+NC+CC] reaction is reported. This multicomponent reaction utilizes a readily prepared achiral glycyl sultam as the "NC" component and commercially available catalyst components. The method can be applied to a variety of aldehydes ("C" component) and activated alkenes ("CC" component) to provide substituted pyrrolidines in good yields and high enantioselectivities. Of particular note is the ability to employ labile enolizable aldehydes (e.g., acetaldehyde and propionaldehyde) in this reaction.

  DOI：

  10.1021/ol500474a