N-t-butyl-3-(4-chlorophenyl)-2,3-dihydro-1,2-benzisothiazole 1,1-dioxide | 1222561-33-2

• 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-t-butyl-3-(4-chlorophenyl)-2,3-dihydro-1,2-benzisothiazole 1,1-dioxide
• 英文别名: 2-tert-butyl-3-(4-chlorophenyl)-3H-1,2-benzothiazole 1,1-dioxide
• CAS: 1222561-33-2
• 化学式: C₁₇H₁₈ClNO₂S
• 分子量: 335.854
• InChiKey: JMFYYELLVUKTIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-tert-butyl-2-[(4-chlorophenyl)-hydroxymethyl]benzenesulfonamide 在 三甲基氯硅烷 、 三乙胺 、 sodium iodide 作用下， 以 乙腈 为溶剂， 以21%的产率得到N-t-butyl-3-(4-chlorophenyl)-2,3-dihydro-1,2-benzisothiazole 1,1-dioxide
  参考文献：
  名称：

  Iodotrimethylsilane and Catalytic Iodine Promoted Cyclization for the Facile Synthesis of 3-Monoarylated Five-Membered Benzosultams

  摘要：

  3-Monoarylated five-membered benzosultams with various functional groups were prepared by simple and convenient two-step procedures. N-t-Bu-benzenesulfonamides were lithiated and reacted with substituted aromatic aldehydes to form the corresponding carbinols, which were converted to the cyclic compounds via a sequence of consecutive processes mediated by TMSCl-NaI-MeCN reagent and catalytic amount of iodine. Iodine played a crucial role in the eliminating the reductive side reaction in the cyclization processes.

  DOI：

  10.3987/com-09-11884

文献信息

• Iodotrimethylsilane and Catalytic Iodine Promoted Cyclization for the Facile Synthesis of 3-Monoarylated Five-Membered Benzosultams
  作者：Zhao-Peng Liu、Yue-Hui Dong、Qiong-Wei Ni、Shu-Tao Ma

  DOI：10.3987/com-09-11884

  日期：——

  3-Monoarylated five-membered benzosultams with various functional groups were prepared by simple and convenient two-step procedures. N-t-Bu-benzenesulfonamides were lithiated and reacted with substituted aromatic aldehydes to form the corresponding carbinols, which were converted to the cyclic compounds via a sequence of consecutive processes mediated by TMSCl-NaI-MeCN reagent and catalytic amount of iodine. Iodine played a crucial role in the eliminating the reductive side reaction in the cyclization processes.