title: Synthesis of 5-pyridyl-2-furaldehydes via palladium-catalyzed cross-coupling with triorganozincates.
abstract: 5-Pyridyl- and 5-aryl-2-furaldehydes are prepared from furaldehyde diethyl acetal in a four-step, one-pot procedure:(i) deprotonation; (2) Li to Zn transmetalation; (3) Pd-mediated cross-coupling; (4) aldehyde deprotection. Triorganozincate 7 was found to transfer all three groups in the Pd-catalyzed cross-coupling reaction with haloaromatics.
authors.affiliation: Department of Process Research, Merck & Co., Inc., P.O. Box 2000, Rahway, NJ 07065, USA. donald_gauthier@merck.com
authors.forename: Donald R
authors.initials: DR
authors.lastname: Gauthier
authors.forename: Ronald H
authors.initials: RH
authors.lastname: Szumigala
authors.forename: Peter G
authors.initials: PG
authors.lastname: Dormer
authors.forename: Joseph D
authors.initials: JD
authors.lastname: Armstrong
authors.forename: R P
authors.initials: RP
authors.lastname: Volante
authors.forename: Paul J
authors.initials: PJ
authors.lastname: Reider