Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 78, Issue 7, Pages 3030-3038Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo400017v
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Funding
- NSFC [21172149]
- Science and Technology Department of Zhejiang Province
- Foundation of Shaoxing University [2012LG1005]
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A palladium(II)-catalyzed quinolinamide-directed 8-arylation of 1-naphthylamides with aryl iodides is reported. The bidentate directing group (quinolinamide) proved to be crucial for a highly regioselective transformation. In addition, the amide directing group can be easily hydrolyzed under basic conditions to offer a range of 8-aryl-1-naphthylamine derivatives. The theoretical calculations suggest that the C-H arylation reaction proceeds through a sequential C-H activation/oxidative addition pathway.
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