Metallation and metal–halogen exchange reactions of imidazoles

Abstract

Some reactions (reagents in parentheses) are reported of 1-ethoxymethyl-2-phenylthioimidazol-5-yl-lithium {Me₂S₂, Ph₂S₂, [(EtO)₂CHCH₂]₂S₂}, 1-ethoxymethyl-5-methylthio-2-phenylthioimidazol-4-yl-lithium (Me₂S₂, HCONMe₂, CO₂), 4, 5-dibromo-1-ethoxymethyl-imidazol-2-yl-lithium (Me₂S₂, Ph₂S₂), and 2-substituted derivatives of 4-bromo-1-ethoxymethylimidazol-5-yl-lithium (e.g. with Me₂S₂), prepared by metallation or metal halogen exchange reactions.