2, 5-Dimethylpyrrole Protection Facilitates Copper (I)-Mediated Methoxylations of Aryl Iodides in the Presence of Anilines

JA Ragan, TW Makowski, MJ Castaldi, PD Hill

Index: Ragan, John A.; Makowski, Teresa W.; Castaldi, Michael J.; Hill, Paul D. Synthesis, 1998 , # 11 p. 1599 - 1603

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Citation Number: 16

Abstract

Abstract: Converting iodoanilines to the corresponding 2, 5-dimethylpyrroles was found to facilitate CuCl-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. Key words: Ullman, methoxylation, aryl ether, 2, 5-dimethylpyrrole, aniline