trans-5-(N-p-tosyl)iminothianthrene 10-oxide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二硫类化合物
• 英文名称: trans-5-(N-p-tosyl)iminothianthrene 10-oxide
• 英文别名: 4-methyl-N-(10-oxothianthren-5-ylidene)benzenesulfonamide
• 化学式: C₁₉H₁₅NO₃S₃
• 分子量: 401.531
• InChiKey: PBCLMIWGQHLNII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  trans-5-(N-p-tosyl)iminothianthrene 10-oxide 在 二苯硫醚 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以17%的产率得到噻蒽 5-氧化物
  参考文献：
  名称：

  Photo SN-bond cleavage and related reactions of thianthrene sulfilimine derivatives

  摘要：

  Several 1- and 2-substituted thianthrene sulfilimine derivatives were prepared and the selectivity toward oxidation and N-tosylimination under several conditions was studied. In the photolysis of trans-5-(N-p-tosyl) iminothianthrene 10-oxide (trans-10), photo isomerization to cis-10 was observed. Further, photoimino-transferreaction of sulfilimines and their 10-mono- and -dioxide derivatives to sulfides was intensively studied to make clear the ability as nitrene precursors. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.05.004

文献信息

• Photo SN-bond cleavage and related reactions of thianthrene sulfilimine derivatives
  作者：Tomoyuki Fujita、Hideo Kamiyama、Yasushi Osawa、Hiroyuki Kawaguchi、Bung Ju Kim、Atsushi Tatami、Wataru Kawashima、Tetsuo Maeda、Atsushi Nakanishi、Hiroyuki Morita

  DOI：10.1016/j.tet.2007.05.004

  日期：2007.8

  Several 1- and 2-substituted thianthrene sulfilimine derivatives were prepared and the selectivity toward oxidation and N-tosylimination under several conditions was studied. In the photolysis of trans-5-(N-p-tosyl) iminothianthrene 10-oxide (trans-10), photo isomerization to cis-10 was observed. Further, photoimino-transferreaction of sulfilimines and their 10-mono- and -dioxide derivatives to sulfides was intensively studied to make clear the ability as nitrene precursors. (c) 2007 Elsevier Ltd. All rights reserved.