9-methyl-5a,6,7,8,9,11-hexahydrobenzo[e]pyrido[2,1-b][1,3]thiazine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 9-methyl-5a,6,7,8,9,11-hexahydrobenzo[e]pyrido[2,1-b][1,3]thiazine
• 英文别名: (5aS,9S)-9-methyl-5a,6,7,8,9,11-hexahydropyrido[2,1-b][1,3]benzothiazine
• 化学式: C₁₃H₁₇NS
• 分子量: 219.351
• InChiKey: JGPRJOSRZTVKLM-GWCFXTLKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  28.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-硫代水杨醛 、 2-甲基哌啶 在 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 13.0h， 以70%的产率得到9-methyl-5a,6,7,8,9,11-hexahydrobenzo[e]pyrido[2,1-b][1,3]thiazine
  参考文献：
  名称：

  Redox-Neutral α-Sulfenylation of Secondary Amines: Ring-FusedN,S-Acetals

  摘要：

  Secondary amines react with thiosalicylaldehydes in the presence of catalytic amounts of acetic acid to generate ring-fused N,S-acetals in redox-neutral fashion. A broad range of amines undergo α-sulfenylation, including challenging substrates such morpholine, thiomorpholine, and piperazines. Computational studies employing density functional theory indicate that acetic acid reduces the energy barriers of two separate steps, both of which involve proton transfer.

  DOI：

  10.1021/ol501509b

文献信息

• Redox-Neutral α-Sulfenylation of Secondary Amines: Ring-Fused<i>N</i>,<i>S</i>-Acetals
  作者：Claire L. Jarvis、Matthew T. Richers、Martin Breugst、K. N. Houk、Daniel Seidel

  DOI：10.1021/ol501509b

  日期：2014.7.3

  Secondary amines react with thiosalicylaldehydes in the presence of catalytic amounts of acetic acid to generate ring-fused N,S-acetals in redox-neutral fashion. A broad range of amines undergo α-sulfenylation, including challenging substrates such morpholine, thiomorpholine, and piperazines. Computational studies employing density functional theory indicate that acetic acid reduces the energy barriers of two separate steps, both of which involve proton transfer.