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Pd-catalyzed alpha-arylation of trimethylsilyl enolates of alpha,alpha-difluoroacetamides
We report the arylation and heteroarylation of alpha,alpha-difluoro-alpha-(trimethylsilyl)acetamides with aryl and heteroaryl bromides catalyzed by an air- and moisture-stable palladacyclic complex containing P(t-Bu)2Cy as ligand. A broad range of electronically varied aryl and heteroaryl bromides underwent this transformation to afford alpha-aryl-alpha,alpha-difluoroacetamides in high yields. Due to the electrophilicity of the fluorinated amide, this palladium-catalyzed cross-coupling reaction provides a versatile platform to generate a range of alpha,alpha-difluoro carbonyl compounds, such as alpha-aryl-alpha,alpha-difluoroketones, -acetaldehydes, -acetates, and acetic acids, and difluoroalkyl derivatives, such as 2-aryl-2,2-difluoroethanols and -ethylamines, under mild conditions.
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Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem