2,2-dimethylbenzo[d]-1,3-oxathiin-4-one 1-oxide

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: 2,2-dimethylbenzo[d]-1,3-oxathiin-4-one 1-oxide
• 英文别名: 2,2-Dimethyl-1-oxo-3,1lambda4-benzoxathiin-4-one；2,2-dimethyl-1-oxo-3,1λ4-benzoxathiin-4-one
• 化学式: C₁₀H₁₀O₃S
• 分子量: 210.254
• InChiKey: GXQYZLUAMPLBLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  62.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  苄胺 、 2,2-dimethylbenzo[d]-1,3-oxathiin-4-one 1-oxide 以 甲苯 为溶剂， 反应 6.0h， 以84%的产率得到2-苄基-1,2-苯并噻唑-3-酮
  参考文献：
  名称：

  Synthesis of 1,2-benzisothiazolin-3-ones by ring transformation of 1,3-benzoxathiin-4-one 1-oxides

  摘要：

  1,2-Benzisothiazolin-3-ones were synthesized from 1,3-benzoxathiin-4-one 1-oxides by means of a nonhazardous and inexpensive method. The 1,3-benzoxathiin-4-one 1-oxides were prepared by oxidation of 1,3-benzoxathiin-4-ones with hydrogen peroxide in the presence of a catalyst. Attack of amines on the carbonyl groups of the 1,3-benzoxathiin-4-one 1-oxides and subsequent elimination of carbonyl compounds likely produced sulfenic acids, which then underwent ring closure to afford the 1,2-benzisothiazolin-3-ones. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.03.094
• 作为产物：
  描述：

  2,2-dimethyl-4H-3,1-benzoxathiin-4-one 在 双氧水 、 甲基三氧化铼(VII) 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 4.0h， 以97%的产率得到2,2-dimethylbenzo[d]-1,3-oxathiin-4-one 1-oxide
  参考文献：
  名称：

  Synthesis of 1,2-benzisothiazolin-3-ones by ring transformation of 1,3-benzoxathiin-4-one 1-oxides

  摘要：

  1,2-Benzisothiazolin-3-ones were synthesized from 1,3-benzoxathiin-4-one 1-oxides by means of a nonhazardous and inexpensive method. The 1,3-benzoxathiin-4-one 1-oxides were prepared by oxidation of 1,3-benzoxathiin-4-ones with hydrogen peroxide in the presence of a catalyst. Attack of amines on the carbonyl groups of the 1,3-benzoxathiin-4-one 1-oxides and subsequent elimination of carbonyl compounds likely produced sulfenic acids, which then underwent ring closure to afford the 1,2-benzisothiazolin-3-ones. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.03.094

文献信息

• Siedlecka; Skarzewski, Polish Journal of Chemistry, 2000, vol. 74, # 10, p. 1369 - 1374
  作者：Siedlecka、Skarzewski

  DOI：——

  日期：——
• Synthesis of 1,2-benzisothiazolin-3-ones by ring transformation of 1,3-benzoxathiin-4-one 1-oxides
  作者：Masao Shimizu、Teruaki Shimazaki、Tetsuya Yoshida、Wataru Ando、Takeo Konakahara

  DOI：10.1016/j.tet.2012.03.094

  日期：2012.5

  1,2-Benzisothiazolin-3-ones were synthesized from 1,3-benzoxathiin-4-one 1-oxides by means of a nonhazardous and inexpensive method. The 1,3-benzoxathiin-4-one 1-oxides were prepared by oxidation of 1,3-benzoxathiin-4-ones with hydrogen peroxide in the presence of a catalyst. Attack of amines on the carbonyl groups of the 1,3-benzoxathiin-4-one 1-oxides and subsequent elimination of carbonyl compounds likely produced sulfenic acids, which then underwent ring closure to afford the 1,2-benzisothiazolin-3-ones. (C) 2012 Elsevier Ltd. All rights reserved.