4818-11-5Relevant academic research and scientific papers
Synthesis of imidazole derivatives using 2-unsubstituted 1H-imidazole 3- oxides
Mloston, Grzegorz,Celeda, Malgorzata,Prakash, G. K. Surya,Olah, George A.,Heimgartner, Heinz
, p. 728 - 138 (2007/10/03)
The reaction of 1,4,5-trisubstituted 1H-imidazole 3-oxides 1 with Ac2O in CH2Cl2 at 0-5°leads to the corresponding 1,3-dihydro-2H-imidazol-2-ones 4 in good yields. In refluxing Ac2O, the N-oxides 1 are transformed to N- acetylated 1,3-dihydro-2H-imidazol-2-ones 5. The proposed mechanisms for these reactions are analogous to those for N-oxides of 6-membered heterocycles (Scheme2). A smooth synthesis of 1H-imidazole-2-carbonitriles 2 starting with 1 is achieved by treatment with trimethylsilanecarbonitrile (Me3SiCN) in CH2Cl2 at 0-5°(Scheme 3).
