(R)-N-methyl-2-phenyl-4,5,6,7-tetrahydrobenzo[d]thiazol-4-amine | 937393-36-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (R)-N-methyl-2-phenyl-4,5,6,7-tetrahydrobenzo[d]thiazol-4-amine
• CAS: 937393-36-7
• 化学式: C₁₄H₁₆N₂S
• 分子量: 244.36
• InChiKey: HGOHJIYPJDUBCF-LLVKDONJSA-N

物化性质

• 沸点：
  408.1±47.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  (R)-N-methyl-2-phenyl-4,5,6,7-tetrahydrobenzo[d]thiazol-4-amine 、 二苯基氯化膦 在 N,N-二异丙基乙胺 作用下， 以 甲苯 为溶剂， 以86 mg的产率得到(4R)-N-diphenylphosphanyl-N-methyl-2-phenyl-4,5,6,7-tetrahydro-1,3-benzothiazol-4-amine
  参考文献：
  名称：

  Iridium-Catalyzed Asymmetric Hydrogenation of Fluorinated Olefins Using N,P-Ligands:  A Struggle with Hydrogenolysis and Selectivity

  摘要：

  To broaden the substrate scope of asymmetric iridium-catalyzed hydrogenation, fluorine-functionalized olefins were synthesized and hydrogenated with iridium complexes. Preliminary results showed high levels of fluorine elimination together with low selectivity. The loss of vinylic fluorine at first seemed difficult to handle, but further studies revealed that a catalyst with an azanorbornyl scaffold in the ligand gave more promising results. With this in mind, a new ligand was developed. This gave among the best results published to date for fluorine asymmetric hydrogenation, yielding high conversion and very high ee's with very little fluorine elimination. Further increasing the selectivity, the trials also revealed that tetrasubstituted fluorine-containing olefins can be hydrogenated with high ee's, despite that this class of compounds has usually shown low reactivity in this reaction type.

  DOI：

  10.1021/ja0686763
• 作为产物：
  描述：

  2-Phenyl-4,5,6,7-tetrahydrobenzo[d]thiazole-4-carboxamide 在 lead(IV) acetate 、 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 43.5h， 生成 (R)-N-methyl-2-phenyl-4,5,6,7-tetrahydrobenzo[d]thiazol-4-amine
  参考文献：
  名称：

  Iridium-Catalyzed Asymmetric Hydrogenation of Fluorinated Olefins Using N,P-Ligands:  A Struggle with Hydrogenolysis and Selectivity

  摘要：

  To broaden the substrate scope of asymmetric iridium-catalyzed hydrogenation, fluorine-functionalized olefins were synthesized and hydrogenated with iridium complexes. Preliminary results showed high levels of fluorine elimination together with low selectivity. The loss of vinylic fluorine at first seemed difficult to handle, but further studies revealed that a catalyst with an azanorbornyl scaffold in the ligand gave more promising results. With this in mind, a new ligand was developed. This gave among the best results published to date for fluorine asymmetric hydrogenation, yielding high conversion and very high ee's with very little fluorine elimination. Further increasing the selectivity, the trials also revealed that tetrasubstituted fluorine-containing olefins can be hydrogenated with high ee's, despite that this class of compounds has usually shown low reactivity in this reaction type.

  DOI：

  10.1021/ja0686763