4.8 Article

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

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CHEMICAL SCIENCE
卷 8, 期 2, 页码 1002-1007

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c6sc04371b

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资金

  1. NSERC
  2. Canadian Foundation for Innovation (CFI)
  3. FQRNT supported Centre for Green Chemistry and Catalysis

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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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