A convenient synthesis of 4(5)-(hetero)aryl-1H-imidazoles via microwave-assisted Suzuki–Miyaura cross-coupling reaction

[Display omitted] A simple and rapid access to a variety of 4(5)-arylated imidazoles via palladium-catalyzed Suzuki–Miyaura cross-coupling reaction is described. Coupling parameters were screened for efficient C-4 arylation of N-unprotected 4-iodoimidazole with a broad range of boronic acids under m...

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Bibliographic Details
Published in:Tetrahedron letters 2014-11, Vol.55 (46), p.6347-6350
Main Authors: Vichier-Guerre, Sophie, Dugué, Laurence, Pochet, Sylvie
Format: Article
Language:English
Subjects:
4-Arylimidazoles
Boronic acids
C-arylation
Chemical reactions
Chemical Sciences
Coupling (molecular)
Derivatives
Imidazole
Microwave assisted synthesis
Microwaves
Organic chemistry
Reaction time
Suzuki–Miyaura cross-coupling
Synthesis (chemistry)
Tetrahedrons
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Summary:[Display omitted] A simple and rapid access to a variety of 4(5)-arylated imidazoles via palladium-catalyzed Suzuki–Miyaura cross-coupling reaction is described. Coupling parameters were screened for efficient C-4 arylation of N-unprotected 4-iodoimidazole with a broad range of boronic acids under microwave irradiation. Twenty-one imidazole derivatives were synthesized in modest to excellent yields in short reaction times.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.09.104