Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 16, Pages 7391-7398Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo5011069
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Funding
- DST, New Delhi [SR/S2/JCB-11/2008]
- CSIR, New Delhi
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An efficient C-sp-C-sp cross-coupling of alkynyl bromide and pinacol ester of alkynyl boronic acid catalyzed by CuFe2O4 nanoparticles has been accomplished in dimethyl carbonate to produce unsymmetric 1,3-diynes. This protocol is also extended for the C-sp-C-sp2 coupling of alkynyl bromide and alkenyl boronic acid to provide conjugated 1,3-enynes. The aliphatic, aromatic, and heteroaromatic alkynes couple with various substituted alkynyl/alkenyl boronates/boronic acids by this procedure to furnish a library of 1,3-diynes and enynes in high yields. The catalyst was easily separated by an external magnet and recycled 10 times.
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