Nucleophilic displacements of imidazoles. I. Oxygen, nitrogen and carbon nucleophiles

…, MR Grimmett, LR Hanton, J Simpson

Index: Kulkarni, Surendra; Grimmett, M. Ross; Hanton, Lyall R.; Simpson, Jim Australian Journal of Chemistry, 1987 , vol. 40, # 8 p. 1399 - 1413

Full Text: HTML

Citation Number: 21

Abstract

Abstract 4 (5)-Bromo-and-iodo-imidazoles, activated by an adjacent nitro substituent, undergo nucleophilic displacement with methoxide, phenoxide, cyclic secondary chines and cyanide. The regiochemistry of the reactions of 5-iodo-4-nitroimidazole with methoxide has been confirmed by spectroscopic and X-ray methods, and a number of erroneous structures from the literature have been revised. Some apparently anomalous reactions of methoxide ...