33697-33-5Relevant articles and documents
Preparation of 1-substituted-5-[(2-oxo-2-phenyl)ethyl]imidazoles
Aulaskari, Paula,Ahlgren, Markku,Vainiotalo, Pirjo,Pohjala, Esko
, p. 87 - 93 (2000)
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.
The reaction of arylaldehydes with hexamethylphosphorous triamide and the use of the resulting products for the synthesis of enamines and deoxybenzoins
Babudri,Fiandanese,Musio,Naso,Sciavovelli,Scilimati
, p. 225 - 228 (2007/10/02)
The reaction between the arylaldehydes 1a,b and hexamethylphosphorous triamide 2 leads to the [aryl(dimethylamino)methyl]phosphonic bis(dimethylamides) 3a,b. These can be easily deprotonated by butyllithium in 1,2-dimethoxyethane and condensed with arylaldehydes to afford enamines 4a-f or deoxybenzoins 5a-f in fair to good yield.