N-tert-butyl-6-tert-butyl-1,2-benzisothiazol-3-one-1,1-dioxide

• 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: N-tert-butyl-6-tert-butyl-1,2-benzisothiazol-3-one-1,1-dioxide
• 英文别名: 2,6-Ditert-butyl-1,1-dioxo-1,2-benzothiazol-3-one；2,6-ditert-butyl-1,1-dioxo-1,2-benzothiazol-3-one
• 化学式: C₁₅H₂₁NO₃S
• 分子量: 295.403
• InChiKey: OAPFNXPGHFZFMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-叔丁基-2-甲基-苯磺酰氯 在 chromium(VI) oxide 、 乙酸酐 、 高碘酸 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 13.0h， 生成 N-tert-butyl-6-tert-butyl-1,2-benzisothiazol-3-one-1,1-dioxide
  参考文献：
  名称：

  Oxidative cyclization of N-alkyl-o-methyl-arenesulfonamides to biologically important saccharin derivatives

  摘要：

  Various biologically important saccharin skeletons and their N-alkyl derivatives have been efficiently prepared by chromium(VI) oxide catalyzed H5IO6 oxidation of N-alkyl-o-methyl-arenesulfonamides in acetonitrile. N-tert-Butyl saccharin skeletons were easily prepared by H5IO6-CrO3 oxidation of N-tert-butyl-o-methyl arenesulfonamides in the presence of acetic anhydride. The method that furnished the novel fluoro and trifluoromethyl substituted saccharin skeletons is characterized by two steps, a simple work-up procedure, a single purification and good overall yields from substituted toluene derivatives. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.05.038

文献信息

• Oxidative cyclization of N-alkyl-o-methyl-arenesulfonamides to biologically important saccharin derivatives
  作者：Liang Xu、Hong Shu、Ying Liu、Suhong Zhang、Mark L. Trudell

  DOI：10.1016/j.tet.2006.05.038

  日期：2006.8

  Various biologically important saccharin skeletons and their N-alkyl derivatives have been efficiently prepared by chromium(VI) oxide catalyzed H5IO6 oxidation of N-alkyl-o-methyl-arenesulfonamides in acetonitrile. N-tert-Butyl saccharin skeletons were easily prepared by H5IO6-CrO3 oxidation of N-tert-butyl-o-methyl arenesulfonamides in the presence of acetic anhydride. The method that furnished the novel fluoro and trifluoromethyl substituted saccharin skeletons is characterized by two steps, a simple work-up procedure, a single purification and good overall yields from substituted toluene derivatives. (c) 2006 Elsevier Ltd. All rights reserved.