Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 354, Issue 14-15, Pages 2751-2756Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201200543
Keywords
C?H activation; direct arylation; furopyridines; palladium
Categories
Funding
- Centre National de la Recherche Scientifique
- Institut Curie
- Agence Nationale de la Recherche [ANR-08-PCVI-0031-CHEMISPIKE]
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A method for palladium-catalyzed direct arylation has been developed for the selective functionalization of the C-3 and C-7 positions of 2-substituted furo[3,2-b]pyridines. An unconventional reactivity resulting from the annulation of a pyridine ring with a furan ring is outlined and results in an unprecedented C-7?H bond activation. The role of the pivalic acid additive is rationalized by invoking a concerted metallationdeprotonation pathway (CMD) for both arylations.
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