Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2015, Issue 16, Pages 3540-3550Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201500262
Keywords
Synthetic methods; Homogeneous catalysis; Palladium; C-C bond formation; Arylation; Oxygen heterocycles
Categories
Funding
- Science Foundation Ireland [SFI/12/IP/1315, SFI/12/RC/2275]
- Irish Research Council
- UCC Strategic Research Fund
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Direct arylation represents a favourable alternative to traditional cross-coupling reactions and has found widespread use with simple aryls and robust heterocycles. Herein a direct arylation protocol has been optimised and applied to more delicate, privileged biological motifs. The intramolecular direct arylation of 2-pyrones, 2-coumarins, 2-pyridones and 2-quinolones occurs in very good to excellent yields using a Pd-0 source and pivalic acid as a crucial additive. Preliminary mechanistic investigations were also carried out.
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