Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 11, Pages 4149-4152Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja501117v
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Funding
- NIH [GM-58108]
- Foundation for Polish Science
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We report the Pd-catalyzed alpha-arylation of alpha,alpha-difluoroketones with aryl and heteroaryl bromides and chlorides catalyzed by an air- and moisture-stable palladacyclic complex containing P(t-Bu)Cy-2 as ligand. The combination of this Pd-catalyzed arylation and base-induced cleavage of the acyl aryl-C-C bond within the alpha-aryl-alpha,alpha-difluoroketone constitutes a one-pot, two-step procedure to synthesize difluoromethylarenes from aryl halides. A broad range of electronically varied aryl and heteroaryl bromides and chlorides underwent these two transformations, providing alpha-aryl-alpha,alpha-difluoroketones, difluoromethylarenes, and difluoromethylheteroarenes in high yields.
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