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Regioselective synthesis of 2-unsubstituted 1-aryl-4- and 1-aryl-5-acylimidazoles |
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| Authors: | Vitaly S Mityanov Ludmila G Kuz'mina Valery P Perevalov Iosif I Tkach |
| Institution: | 1. Department of Fine Organic Synthesis and Chemistry of Dyes, D. Mendeleyev University of Chemical Technology of Russia, Miusskaya Sq., 9, Moscow 125047, Russia;2. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Science, Leninskii Pr., 31, Moscow 117907, Russia |
| Abstract: | An efficient and simple method for the synthesis of 2-unsubstituted 1-aryl-4- and 1-aryl-5-acylimidazoles has been developed. It consists in the condensation of α-diketone monooximes with aromatic amines and formaldehyde on the presence of boron trifluoride etherate, leading to the formation of stable boron trifluoride complexes of N-oxides. Further reduction of these complexes led to the corresponding imidazoles. This method permits broad variations of substituents in the aryl part of these compounds. |
| Keywords: | 1-Arylimidazoles Boron trifluoride Imidazole N-oxides N-Oxide reduction X-ray diffraction |
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