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New synthesis of imidazole derivatives from cyanobenzenes

Abstract : An efficient access to 4-aryl imidazole scaffolds is described in two steps and one operation. Cyanoaryl-imidazolines are easily obtained by a (3 + 2) heterocyloaddition involving cyanobenzenes as dipolarophiles and a non-stabilized azomethine ylide as an electron-rich 1,3-dipole. Oxidation of the crude mixture affords an efficient two-steps access to the corresponding imidazoles.
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Submitted on : Tuesday, February 19, 2019 - 11:08:41 AM
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Maxime Beuvin, Maxime Manneveau, Sonia Diab, Baptiste Picard, Serge Piettre, et al.. New synthesis of imidazole derivatives from cyanobenzenes. Tetrahedron Letters, Elsevier, 2018, 59 (51), pp.4487-4491. ⟨10.1016/j.tetlet.2018.11.020⟩. ⟨hal-02024472⟩



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