2,5-dimethylpyrrole protection facilitates copper(I)-mediated methoxylations of aryl iodides in the presence of anilines

Abstract

Converting iodoanilines to the corresponding 2,5-dimethylpyrroles was found to facilitate CuCI-mediated methoxide substitution. Examples with ortho-, meta-, or para-relationships between the iodide and aniline are presented. Several other aniline blocking groups were investigated and found not to be successful in this sequence.