Heterogeneous synthesis of tetrahydroquinoline derivatives via cascade Povarov reaction catalyzed by sulfonic acid functionalized metal‐organic frameworks
Mingjie Liu,
Xiaoling Chen,
Kai Zhou,
Jingwen Chen,
Zongbi Bao,
Qiwei Yang,
Qilong Ren,
Zhiguo Zhang
Affiliations
Mingjie Liu
Key Laboratory of Biomass Chemical Engineering of Ministry of Education College of Chemical and Biological Engineering Zhejiang University Hangzhou China
Xiaoling Chen
Key Laboratory of Biomass Chemical Engineering of Ministry of Education College of Chemical and Biological Engineering Zhejiang University Hangzhou China
Kai Zhou
Key Laboratory of Biomass Chemical Engineering of Ministry of Education College of Chemical and Biological Engineering Zhejiang University Hangzhou China
Jingwen Chen
Key Laboratory of Biomass Chemical Engineering of Ministry of Education College of Chemical and Biological Engineering Zhejiang University Hangzhou China
Zongbi Bao
Key Laboratory of Biomass Chemical Engineering of Ministry of Education College of Chemical and Biological Engineering Zhejiang University Hangzhou China
Qiwei Yang
Key Laboratory of Biomass Chemical Engineering of Ministry of Education College of Chemical and Biological Engineering Zhejiang University Hangzhou China
Qilong Ren
Key Laboratory of Biomass Chemical Engineering of Ministry of Education College of Chemical and Biological Engineering Zhejiang University Hangzhou China
Zhiguo Zhang
Key Laboratory of Biomass Chemical Engineering of Ministry of Education College of Chemical and Biological Engineering Zhejiang University Hangzhou China
Abstract We report a facile synthesis of tetrahydroquinoline derivatives via heterogeneous cascade Povarov reaction catalyzed by sulfonic acid functionalized metal‐organic frameworks (MIL‒101(Cr)‒SO3H). The porous MIL‒101(Cr)‒SO3H demonstrates superior catalytic activities and stabilities for this reaction in comparison either to homogeneous sulfonic acids or heterogeneous sulfonic acid resins. Experimental investigations reveal that the high catalytic performance is attributed to the cooperative action of dual Lewis‐ and Brønsted acid sites within the pores of MIL‒101(Cr)‒SO3H. In addition, this reaction proceeds smoothly at room temperature with a broad substrate scope, which provides an alternative approach in the construction of tetrahydroquinoline skeletons.
