The first application of an imidazole o-quinodimethane in Diels-Alder reactions leading to the synthesis of benzimidazoles |
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| Authors: | Constantinos Neochoritis |
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| Affiliation: | Department of Chemistry, Laboratory of Organic Chemistry, University of Thessaloniki, 54124 Macedonia, Greece |
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| Abstract: | ![]()
An efficient procedure for the generation of the imidazole-4,5-quinodimethane intermediate 4 from 2-bromo-4,5-bis(bromomethyl)imidazole derivative 3 in boiling toluene in the presence of 18-crown-6 is described. o-Quinodimethane 4 was captured for the first time by several symmetrically and unsymmetrically substituted dienophiles to afford the corresponding Diels-Alder benzimidazole adducts. |
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| Keywords: | Imidazole o-quinodimethanes Benzimidazoles Diels-Alder reactions |
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