(6Z)-8-hydroxy-6-{hydroxy[2-(trifluoromethyl)phenyl]methylene}-2,3-dimethyl-6,7-dihydroindeno[5,6-d]imidazol-5(3H)-one | 1082553-09-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (6Z)-8-hydroxy-6-{hydroxy[2-(trifluoromethyl)phenyl]methylene}-2,3-dimethyl-6,7-dihydroindeno[5,6-d]imidazol-5(3H)-one
• CAS: 1082553-09-0
• 化学式: C₂₀H₁₅F₃N₂O₃
• 分子量: 388.346
• InChiKey: LSOZLCMJYQXAMY-LGMDPLHJSA-N

反应信息

• 作为产物：
  描述：

  7-hydroxy-2,3-dimethyl-6-[3-oxo-3-(2-trifluoromethyl-phenyl)-propyl]-3H-benzoimidazole-5-carboxylic acid dimethylamide 在 RuCl₂[(S)-Xyl-P-Phos][(S)-DAIPEN] potassium tert-butylate 、 氢气 作用下， 以 异丙醇 、 叔丁醇 为溶剂， 以31%的产率得到(6Z)-8-hydroxy-6-{hydroxy[2-(trifluoromethyl)phenyl]methylene}-2,3-dimethyl-6,7-dihydroindeno[5,6-d]imidazol-5(3H)-one
  参考文献：
  名称：

  Synthesis of enantiopure 3,6,7,8-tetrahydrochromeno[7,8-d]imidazoles via asymmetric ketone hydrogenation in the presence of RuCl2[Xyl-P-Phos][DAIPEN]

  摘要：

  The asymmetric hydrogenation of complex heterocyclic ketones 1 in the presence of the novel catalyst RuCl2[(S)-Xyl-P-Phos][(S)-DAIPEN] and a base afforded the corresponding alcohols 2 in good enantiomeric purity. The outcome of the reaction depended on the substitution pattern of the ketone and the stoichiometry of the base. After optimization of the reaction conditions, the pure alcohols 2a and 2b were isolated in good yield (>70%) and enantiomeric purity (>93% ee) and used as key intermediates for the synthesis of the pharmaceutically active 3,6,7,8-tetrahydrochromeno[7,8-d]imidazoles 3a and 3b. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.08.022