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KA 2 ‐Coupling Reaction Catalyzed by Semi‐Heterogeneous Magnetically Graphene Oxide Supported Copper Catalyst under Microwave Condition
Author(s) -
Xiong Xingquan,
Chen Huixin,
Liao Xu,
Lai Shilin,
Gao Lizhu
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201801516
Subject(s) - catalysis , phenylacetylene , copper , oxide , graphene , heterogeneous catalysis , magnetic separation , materials science , chelation , coupling reaction , silanization , chemistry , inorganic chemistry , nuclear chemistry , nanotechnology , organic chemistry , composite material , metallurgy
Functional Schiff base chelating groups (PCA) were covalently grafted onto the surface of magnetic graphene oxide (GO‐Fe 3 O 4 ) via a facile silanization reaction under mild condition. The obtained GO‐Fe 3 O 4 ‐PCA was further chelated with CuCl 2 as an efficient, robust, and recyclable semi‐heterogeneous catalyst (GO‐Fe 3 O 4 ‐CuCl 2 ) for one‐pot three‐component KA 2 coupling of ketones, amines, and alkynes. It exhibited environmentally benign, excellent magnetic separation performance, and higher catalytic activity than other commercially available copper sources. A series of propargylamines are prepared from cycloketones, cycloamines, and phenylacetylene in moderate to excellent yields under microwave (MW) irradiation (70–93%). Interestingly, the catalyst can be separated conveniently by a simple magnetic separation and reused at least four consecutive runs with a slight drop in the product yields. The semi‐heterogeneous property and excellent accessibility of GO‐Fe 3 O 4 ‐CuCl 2 might cause high catalytic activity.