2-(4-nitrobenzyl)-1,3-dithiane | 30765-35-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-nitrobenzyl)-1,3-dithiane
• 英文别名: 2-(p-Nitrobenzyl)-1,3-dithian；2-[(4-nitrophenyl)methyl]-1,3-dithiane
• CAS: 30765-35-6
• 化学式: C₁₁H₁₃NO₂S₂
• 分子量: 255.362
• InChiKey: XWRFQXLRHKGITF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  96.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-丙二硫醇 、 1-乙炔基-4-硝基苯 在 calcium bis(1,1,2,2,3,3,4,4,4-nonafluorobutanesulfonate) 作用下， 以 乙二醇二乙醚 为溶剂， 反应 10.0h， 以92%的产率得到2-(4-nitrobenzyl)-1,3-dithiane
  参考文献：
  名称：

  Calcium-Catalyzed Bis-hydrothiolation of Unactivated Alkynes Providing Dithioacetals

  摘要：

  Bis-hydrothiolation of alkynes providing anti-Markovnikov dithioacetals is reported. Lewis-acidic Ca(OSO2C4F9)(2) (Ca(ONf)(2)) was synthesized for the first time and was shown to be an excellent catalyst for the transformation. The reaction is highly selective and has a wide substrate scope. It was revealed that vinyl sulfides were intermediates for this transformation and that Ca(ONf)(2) efficiently catalyzed the unprecedented reactions of unactivated vinyl sulfides with thiols to afford the dithioacetals in good to high yields.

  DOI：

  10.1021/om500442u

文献信息

• Calcium-Catalyzed Bis-hydrothiolation of Unactivated Alkynes Providing Dithioacetals
  作者：Martin Hut’ka、Tetsu Tsubogo、Shu̅ Kobayashi

  DOI：10.1021/om500442u

  日期：2014.10.27

  Bis-hydrothiolation of alkynes providing anti-Markovnikov dithioacetals is reported. Lewis-acidic Ca(OSO2C4F9)(2) (Ca(ONf)(2)) was synthesized for the first time and was shown to be an excellent catalyst for the transformation. The reaction is highly selective and has a wide substrate scope. It was revealed that vinyl sulfides were intermediates for this transformation and that Ca(ONf)(2) efficiently catalyzed the unprecedented reactions of unactivated vinyl sulfides with thiols to afford the dithioacetals in good to high yields.