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Selective Palladium‐Catalyzed Direct Arylation of Furo[3,2‐ b ]pyridines
Author(s) -
Carrër Amandine,
Rousselle Patricia,
Florent JeanClaude,
Bertounesque Emmanuel
Publication year - 2012
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201200543
Subject(s) - chemistry , pivalic acid , palladium , annulation , catalysis , ring (chemistry) , furan , pyridine , reactivity (psychology) , medicinal chemistry , deprotonation , combinatorial chemistry , surface modification , stereochemistry , organic chemistry , medicine , ion , alternative medicine , pathology
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‐7H bond activation. The role of the pivalic acid additive is rationalized by invoking a concerted metallation–deprotonation pathway (CMD) for both arylations.