有机化学 ›› 2019, Vol. 39 ›› Issue (6): 1681-1687.DOI: 10.6023/cjoc201902028 上一篇    下一篇

所属专题: 金属有机化学

研究论文

MIL-101(Cr)-SO3H催化2-取代喹啉衍生物转移氢化反应的研究

陈晓玲, 陈静雯, 鲍宗必, 杨启炜, 杨亦文, 任其龙, 张治国   

  1. 生物质化工教育部重点实验室 浙江大学化学与生物工程学院 杭州 310027
  • 收稿日期:2019-02-25 修回日期:2019-04-12 出版日期:2019-06-25 发布日期:2019-05-06
  • 通讯作者: 张治国 E-mail:zhiguo.zhang@zju.edu.cn
  • 基金资助:

    国家重点研发计划(No.2016YFA0202900)、国家自然科学基金(Nos.21878266,21722609)资助项目.

MIL-101(Cr)-SO3H Catalyzed Transfer Hydrogenation of 2-Substituted Quinoline Derivatives

Chen Xiaoling, Chen Jingwen, Bao Zongbi, Yang Qiwei, Yang Yiwen, Ren Qilong, Zhang Zhiguo   

  1. Key Laboratory of Biomass Chemical Engineering of Ministry of Education, College of Chemical and Biological Engineering, Zhejiang University, Hangzhou 310027
  • Received:2019-02-25 Revised:2019-04-12 Online:2019-06-25 Published:2019-05-06
  • Contact: 10.6023/cjoc201902028 E-mail:zhiguo.zhang@zju.edu.cn
  • Supported by:

    Project supported by the National Key R&D Program of China (No. 2016YFA0202900), and the National Natural Science Foundation of China (Nos. 21878266, 21722609).

2-取代-1,2,3,4-四氢喹啉骨架广泛存在于天然产物中,具有抗疟、抗氧化等生物活性.报道了MIL-101(Cr)-SO3H催化以汉奇酯为氢供体的2-取代喹啉衍生物的转移氢化反应.该方法反应条件温和,适用于2位具有不同取代基的喹啉衍生物,催化剂易于回收和循环利用,为2-取代-1,2,3,4-四氢喹啉衍生物的合成提供了新途径.

关键词: 汉奇酯, 多相催化, 氢转移, MIL-101(Cr)-SO3H, 1,2,3,4-四氢喹啉衍生物

The 2-substituted-1,2,3,4-tetrahydroquinoline skeletons are widely found in natural products and have shown antimalarial, antioxidant as well as other biological activities. In this work, MIL-101(Cr)-SO3H is an efficient heterogeneous catalyst for the transfer hydrogenation of a series of 2-substituted quinoline derivatives with Hantzsch ester as the hydrogen source. This protocol operates under mild conditions, tolerates a wide range of 2-substituted quinoline derivatives, and the catalyst could be recovered and reused four times without considerable loss of catalytic activities, which provides a new catalytic system for the construction of 2-substituted-1,2,3,4-tetrahydroquinoline derivatives.

Key words: Hantzsch ester, heterogeneous catalysis, hydrogen transfer, MIL-101(Cr)-SO3H, 1,2,3,4-tetrahydroquinolines