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An Efficient Preparation of 2-Imidazolines and Imidazoles from Aldehydes with Molecular Iodine and (Diacetoxyiodo)benzene

Midori Ishihara, Hideo Togo*

*Graduate School of Science and Technology, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan, Email:

M. Ishihara, H. Togo, Synlett, 2006, 227-230.

DOI: 10.1055/s-2005-923604


2-Imidazolines were easily prepared in good yields from the reaction of aldehydes and ethylenediamine with iodine in the presence of potassium carbonate. The 2-imidazolines were smoothly oxidized to the corresponding imidazoles in good yields using (diacetoxyiodo)benzene at room temperature.

see article for more examples

Facile Preparation of 2-Imidazolines from Aldehydes with tert-Butyl Hypochlorite

M. Ishihara, H. Togo, Synthesis, 2007, 1939-1942.

Key Words

2-imidazolines, imidazoles, iodine, iodosobenzene diacetate, aldehyde, ethylenediamine

ID: J60-Y2006-4200