Section 60
Chapter 59,385

A palladium-catalyzed synthesis of (hetero) aryl-substituted imidazoles from aryl halides, imines and carbon monoxide

Tjutrins, J.; Arndtsen, B.A.

Chemical Science 8(2): 1002-1007


ISSN/ISBN: 2041-6520
PMID: 28451237
DOI: 10.1039/c6sc04371b
Accession: 059384700

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We describe here a tandem catalytic route to prepare imidazoles in a single operation from aryl iodides, imines and CO. The reaction involves a catalytic carbonylation of aryl halides with imines to form 1,3-dipoles, which undergo spontaneous 1,3-dipolar cycloaddition. Overall, this offers an alternative to coupling reactions to construct the (hetero)aryl-imidazole motif, where variation of the building blocks can allow the synthesis of broad families of imidazoles with independent control of all substituents.

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