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Click approach to the three‐component synthesis of novel β‐hydroxy‐1,2,3‐triazoles catalysed by new (Cu/Cu 2 O) nanostructure as a ligand‐free, green and regioselective nanocatalyst in water
Author(s) -
EsmaeiliShahri Hadi,
Eshghi Hossein,
Lari Jalil,
Rounaghi Seyyed Amin
Publication year - 2018
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.3947
Subject(s) - chemistry , regioselectivity , catalysis , copper , nanostructure , ball mill , heterogeneous catalysis , sodium azide , scanning electron microscope , fourier transform infrared spectroscopy , click chemistry , green chemistry , azide , chemical engineering , inorganic chemistry , organic chemistry , reaction mechanism , materials science , engineering , composite material
Copper nanostructures were produced as an effective and regioselective catalyst for the synthesis of 1,2,3‐triazoles from a wide range of raw materials, such as sodium azide, epoxides and terminal alkynes, in water via a one‐pot three‐component click reaction. The new heterogeneous catalyst was prepared by a simple ball mill reduction of CuO with NaBH 4 using a ball‐to‐powder weight ratio of 50:1 under air atmosphere at room temperature. The catalyst was fully characterized using scanning electron microscopy, energy‐dispersive X‐ray analysis, Fourier transform infrared spectroscopy and X‐ray diffraction. The copper nanostructures catalysed both ring opening and triazole cyclization steps. Products were obtained in high yields and short reaction times. The reactions were performed at ambient temperature in water as a green solvent. The Cu/Cu 2 O nanostructures revealed high reusability and high stability via a simple recycling process.