An interesting substrate-controlled reactivity switch has been observed in the reaction of α-fluoro-β-ketoamides with arynes. The reaction of secondary α-fluoro-β-ketoamides with arynes provided access to α-aryl-α-fluoroacetamides through an arylation/deacylation sequence.… Click to show full abstract
An interesting substrate-controlled reactivity switch has been observed in the reaction of α-fluoro-β-ketoamides with arynes. The reaction of secondary α-fluoro-β-ketoamides with arynes provided access to α-aryl-α-fluoroacetamides through an arylation/deacylation sequence. Interestingly, the reaction of tertiary α-fluoro-β-ketoamides resulted in the C-C σ-bond insertion reaction to afford 1,2-disubstituted arenes.
               
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