Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 21, Pages 11620-11625Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b01883
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Palladium-catalyzed ortho-arylation of anilides was achieved using 2-aminophenyl-1H-pyrazole (2-APP) as a new directing group. Using Pd(OAc)(2) as the catalyst and AgO as the promoter, mono- and diarylation of anilides were realized in up to 89% isolated yield. Further manipulation of the arylation product may be accomplished by a 2-step sequence involving an acidic hydrolysis of the methylated amide. More interestingly, in the presence of K2CO3, tandem C-C/C-N cyclization products were obtained for a couple of substrates.
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