Preparation of 1‐substituted‐5‐[(2‐oxo‐2‐phenyl)ethyl]imidazoles |
| |
Authors: | Paula Aulaskari Markku Ahlgrn Pirjo Vainiotalo Esko Pohjala |
| |
Institution: | Paula Aulaskari,Markku Ahlgrén,Pirjo Vainiotalo,Esko Pohjala |
| |
Abstract: | New high yield preparation methods were developed for the pharmaceutically interesting compounds, 1‐benzyl‐, 1‐methyl‐, and 1H‐5‐(2‐oxo‐2‐phenyl)ethyl]imidazoles 1a‐c , respectively. The title compounds were synthesized by four different methods using various starting materials. Two of the methods involved transformation reactions of the key intermediates, 1‐substituted‐5‐(2‐nitro‐2‐phenyl)ethenyl]imidazoles 2a‐c and 1‐substituted‐5‐(2‐nitro‐2‐phenyl)ethyl]imidazoles 3a‐c , while the other two utilized the oxidation of 1‐substituted‐5‐(2‐hydroxy‐2‐phenyl)ethyl]imidazoles 4a‐c , with chromic oxide, and the umpolung reaction of benzaldehyde followed by a condensation reaction of the umpolung intermediate with imidazolecarboxaldehydes 6a‐c. |
| |
Keywords: | |
|
|