[reaction: see text] A novel synthetic approach to N-alkyl-N'-arylimidazolium salts has been developed on the basis of addition of imidazoles to arynes. A variety of N-alkyl-N'-arylimidazolium salts can be synthesized straightforwardly in modest to good yields. Furthermore, utility of the resulting imidazolium salts has been demonstrated by the palladium-catalyzed Suzuki-Miyaura coupling of aryl chlorides.
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Facile synthesis of N-alkyl-N'-arylimidazolium salts via addition of imidazoles to arynes.
Org Lett
August 2002
Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University, Higashi-Hiroshima 739-8527, Japan.
[reaction: see text] A novel synthetic approach to N-alkyl-N'-arylimidazolium salts has been developed on the basis of addition of imidazoles to arynes. A variety of N-alkyl-N'-arylimidazolium salts can be synthesized straightforwardly in modest to good yields. Furthermore, utility of the resulting imidazolium salts has been demonstrated by the palladium-catalyzed Suzuki-Miyaura coupling of aryl chlorides.
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