Molecules 2009, 14(8), 3019-3029; doi:10.3390/molecules14083019
Article

Coupling Reactions of α-Bromocarboxylate with Non-Aromatic N-Heterocycles

1email, 1,2email, 1,2email, 1,2,* email, 3email and 1email
Received: 20 July 2009; in revised form: 30 July 2009 / Accepted: 12 August 2009 / Published: 13 August 2009
(This article belongs to the Special Issue Heck Coupling)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: The conditions for the C-N bond forming reaction (C-N coupling reaction) between α-bromocarboxylate and nitrogen-containing non-aromatic heterocyclic rings under heterogeneous copper(I) oxide catalysis are investigated in this paper. All the generated compounds were fully characterized by IR, NMR and MS spectroscopy. Ab initio/DFT calculations of partial charges on nitrogen atoms in all the discussed heterocycles and on C(2) of carboxylate under applied conditions were predicted. These in silico results correlate relatively with the experimental observations.
Keywords: C-N nucleophilic coupling; N-heterocycles; ω-lactams; copper catalyst; ab initio/DFT calculations
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MDPI and ACS Style

Brychtova, K.; Slaba, B.; Placek, L.; Jampilek, J.; Raich, I.; Csollei, J. Coupling Reactions of α-Bromocarboxylate with Non-Aromatic N-Heterocycles. Molecules 2009, 14, 3019-3029.

AMA Style

Brychtova K, Slaba B, Placek L, Jampilek J, Raich I, Csollei J. Coupling Reactions of α-Bromocarboxylate with Non-Aromatic N-Heterocycles. Molecules. 2009; 14(8):3019-3029.

Chicago/Turabian Style

Brychtova, Katerina; Slaba, Barbora; Placek, Lukas; Jampilek, Josef; Raich, Ivan; Csollei, Jozef. 2009. "Coupling Reactions of α-Bromocarboxylate with Non-Aromatic N-Heterocycles." Molecules 14, no. 8: 3019-3029.

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