New high yield preparation methods were developed for the pharmaceutically
interesting compounds, 1-benzyl-, 1-methyl-, and 1H-5-[(2-oxo-2-phenyl)ethy
l]imidazoles 1a-c, respectively. The title compounds were synthesized by fo
ur different methods using various starting materials. Two of the methods i
nvolved 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 o
f 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.