2,3-dihydro-5H-benzo[e][1,4]oxathiepin-5-one | 55212-06-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,3-dihydro-5H-benzo[e][1,4]oxathiepin-5-one
• 英文别名: 2,3-Dihydro-4,1-benzoxathiepin-5-one
• CAS: 55212-06-1
• 化学式: C₉H₈O₂S
• 分子量: 180.227
• InChiKey: SFBXZMHVQGINDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-((2-hydroxyethyl)thio)benzoic acid 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以81%的产率得到2,3-dihydro-5H-benzo[e][1,4]oxathiepin-5-one
  参考文献：
  名称：

  Cu-Mediated C–H Thioetherification of Arenes at Room Temperature

  摘要：

  Cu-mediated C-H thioetherification of arenes with ethylene sulfide has been developed using a readily removable directing group. The reaction proceeded at room temperature, and a variety of sensitive functional groups including chloro, bromo, and vinyl were well tolerated. The thiolated products could be converted to the seven-membered benzoxathiepinones derivatives by a sequence of hydrolysis-lactonization reactions.

  DOI：

  10.1021/acs.orglett.9b02120

文献信息

• GIBBERT J.; ROUSSELLE D.; RUMPF P., BULL. SOC. CHIM. FRANCE <BSCF-AS>, 1975, NO 1-2, PART. 2, 277-282
  作者：GIBBERT J.、 ROUSSELLE D.、 RUMPF P.

  DOI：——

  日期：——
• Cu-Mediated C–H Thioetherification of Arenes at Room Temperature
  作者：Xing Wang、Xing Yi、Hui Xu、Hui-Xiong Dai

  DOI：10.1021/acs.orglett.9b02120

  日期：2019.8.2

  Cu-mediated C-H thioetherification of arenes with ethylene sulfide has been developed using a readily removable directing group. The reaction proceeded at room temperature, and a variety of sensitive functional groups including chloro, bromo, and vinyl were well tolerated. The thiolated products could be converted to the seven-membered benzoxathiepinones derivatives by a sequence of hydrolysis-lactonization reactions.