Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2012, Issue 22, Pages 4178-4184Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201200359
Keywords
1; 3-Diynes; Supported catalysts; Copper; C-C coupling; Heterogeneous catalysis
Categories
Funding
- National Natural Science Foundation of China [20862008]
- Natural Science Foundation of Jiangxi Province in China [2010GZH0062]
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A practical oxidative homo- and heterocoupling of terminal alkynes was achieved in CH2Cl2 at 25 degrees C by using a 3-(2-aminoethylamino)propyl-functionalized MCM-41-immobilized copper(I) complex (MCM-412N-CuI, 1 mol-%) as the catalyst, piperidine (0.1 or 3 equiv.) as the base, and air as the environmentally friendly co-oxidant, yielding a variety of symmetrical and unsymmetrical 1,4-disubstituted 1,3-diynes in good to excellent yields. This heterogeneous copper catalyst showed a higher catalytic activity than CuI and can be recovered and recycled by a simple filtration of the reaction mixture and used for at least 10 consecutive runs without any decrease in activity.
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