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Paper | Special issue | Vol 74, No. 1, 2007, pp.873-894
Published online, 7th December, 2007
DOI: 10.3987/COM-07-S(W)83
Ring Closing Metathesis Reactions of Imidazole Derivatives

Carl J. Lovely,* Yingzhong Chen, and E. Vindana Ekanayake

*Department of Chemistry, The University of Texas at Arlington, 502 Yates Street, Arlington, TX 76019, U.S.A.


A series of diene substituted imidazole derivatives has been prepared from the corresponding haloimidazoles via halogen-magnesium exchange and electrophile quench. These derivatives were explored as susbstrates in a ring closing metathesis reaction, which was successful if the imidazolium ion was used. In addition, one successful example of a ring closing metathesis reaction of an enyne derivative was performed, with the resulting diene successfully engaging in a Diels-Alder reaction.