Abstract
The N-heteroarylation of n-octylamine and adamantane-containing amines with 2-iodopyridine and 2-bromopyridine and its fluorinated derivatives under the catalysis of CuI and copper nanoparticles in DMSO in the presence of various ligands was studied. 2-Isobutyrylcyclohexanone was found to be the most efficient ligand in the reactions catalyzed by CuI. In the reactions catalyzed by copper nanoparticles, 2-isobutyrylcyclohexanone or l-proline turned to be most active. The yields of the reactions catalyzed by copper nanoparticles were better than or equal to those in the CuI-catalyzed processes. The possibility of nanocatalyst recycling was studied, and its reuse in 6 cycles without loss of activity was demonstrated.
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The work was financially supported by the Ministry of Education and Science of the Russian Federation (agreement no. 075-15-2021-959 of 27.09.2021).
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Kuliukhina, D.S., Averin, A.D., Panchenko, S.P. et al. CuI and Copper Nanoparticles in the Catalytic Amination of 2-Halopyridines. Russ J Org Chem 58, 167–174 (2022). https://doi.org/10.1134/S1070428022020014
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DOI: https://doi.org/10.1134/S1070428022020014