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Heterogeneous Copper‐Catalyzed Cascade Three‐Component Reaction Towards Imidazo[1,2‐ a ]pyridines: Efficient and Practical One‐Pot Synthesis of Alpidem
Author(s) -
Liao Yang,
Huang Bin,
Huang Xue,
Cai Mingzhong
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201900128
Subject(s) - copper , catalysis , reagent , chemistry , filtration (mathematics) , cascade , combinatorial chemistry , toluene , component (thermodynamics) , cascade reaction , heterogeneous catalysis , organic chemistry , chromatography , mathematics , statistics , physics , thermodynamics
The heterogeneous cascade three‐component reaction of 2‐aminopyridines, aldehydes and terminal alkynes was achieved in toluene at 120 °C in the presence of 3‐(2‐aminoethylamino)propyl‐functionalized MCM‐41‐immobilized copper(I) complex [MCM‐41‐2 N‐CuCl] (5 mol%) and copper(II) complex [MCM‐41‐2N−Cu(OTf) 2 ] (5 mol%), yielding a wide variety of imidazo[1,2‐ a ]pyridines in mostly good to excellent yields. These two heterogeneous copper catalysts can be facilely prepared via a simple procedure from readily available and inexpensive reagents, and recovered by filtration and recycled up to eight times with almost consistent activity.