An efficient catalytic system for the C‐2 selective C–H functionalization of 4‐quinolones was developed by using a decarbonylative coupling strategy. The installation of an N‐pyrimidyl group on the quinolone nitrogen atom redirected the coordination between the catalyst and the carbonyl group to promote direct C–H functionalization at the 2‐position of 4‐quinolones. In addition, the present protocol was successfully applied to the C‐3 selective installation of a variety of aryl and vinyl groups on an isoquinolone scaffold.
We have developed a new strategy for palladium‐catalyzed arylation reactions with triazolopyridines, wherein two different chemical transformations (C‐3 vs. C‐7) are observed by differentiating the substrates using different bases. The reactive palladium carbenoids were directly generated from triazolopyridines and underwent denitrogenative arylations with aryl bromides. Intriguingly, when potassium carbonate was replaced with potassium tert‐butoxide, direct CH arylation occurred at the most acidic position (C‐7). Moreover, two different catalytic arylation events were successfully performed in a one‐pot sequence, providing a convenient access to 6‐aryl‐2‐α‐styrylpyridines.magnified image
The title pyridines are successfully prepared by two different catalytic arylations performed in one‐pot with a single Pd catalyst using two different bases.
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