化学学报 ›› 2002, Vol. 60 ›› Issue (3): 481-486. 上一篇    下一篇

研究论文

M(OTf)_3催化N-烷氧羰基吡咯或噻吩醛和盐酸伯胺的新颖Mannich反应

张传新;程铁明;李润涛   

  1. 北京大学院.北京(100083)
  • 发布日期:2002-03-15

M(OTf)_3 Catalyzed Novel Mannich Reaction of N- Alkyoxycarbonylpyrrole or Thiophene, Formaldehyde and Primary Amine Hydrochloride

Zhang Chuanxin;Cheng Tieming;Li Runtao   

  1. School of Pharmaceutical Sciences, Peking University.Beijing(100083)
  • Published:2002-03-15

三氟甲磺酸盐M(OTf)_3 (M = Sc, Y, Ln)在水相中能较好地催化N-烷氧羰基 吡咯或噻吩与甲醛和盐酸伯胺的新颖的Mannich反应,其中Y(OTf)_3催化效果最佳 。该反应具有条件温和,收率较高和原子经济性等优点,为N-烷氧羰基吡咯和噻 吩类Mannich碱的合成提供了一种新方法,同时该反应以水为主要溶剂溶剂,符合 当今绿色化学的发展趋势。

关键词: 曼尼希反应, 磺酸盐, 吡络, 噻吩, 曼尼希碱

A novel Mannich reaction between N-Alkoxycarbonylpyrrole, formaldehyde and primary amine hydrochlorides is catalyzed by M(OTf)_3 (M = Sc, Y, Ln) in aqueous media. Among three catalysts, Y(OTf)_3 is the best. The products are obtained in good yields under mild conditions. This method can be used for thiophene. This is an atom- economic reaction and meets the requirements of green chemistry.

Key words: MANNICH REACTION, SULFONATE, PYRROLE, THIOPHENE, MANNICH BASE

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