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Synthesis and chemistry of 4,5-dimagnesioimidazole dianions
Ralf H-J Butz1, Stephen D Lindell
1Aventis CropScience GmbH, Werk Höchst, G 836, D-65926 Frankfurt am Main, Germany.
The Journal of Organic Chemistry
|April 13, 2002
Abstract:
An experimentally convenient procedure for the generation of 4,5-dimagnesioimidazoles is described. N-Protected 2-substituted 4,5-diiodoimidazoles were treated with i-PrMgCl (2.4 equiv) in THF at 0-5 degrees C. The resulting vicinal dianions reacted with electrophiles to give 4,5-disubstituted imidazoles in 27-71% yields.