title: Iron-Catalyzed Cross-Coupling of Alkenyl Acetates.
abstract: Stable C-O linkages are generally unreactive in cross-coupling reactions which mostly employ more electrophilic halides or activated esters (triflates, tosylates). Acetates are cheap and easily accessible electrophiles but have not been used in cross-couplings because the strong C-O bond and high propensity to engage in unwanted acetylation and deprotonation. Reported herein is a selective iron-catalyzed cross-coupling of diverse alkenyl acetates, and it operates under mild reaction conditions (0 °C, 2 h) with a ligand-free catalyst (1-2 mol%).
authors.affiliation: Institute of Organic Chemistry, University of Regensburg, Universitaetsstr. 31, 93040 Regensburg (Germany).
authors.forename: Dominik
authors.initials: D
authors.lastname: Gärtner
authors.affiliation: Institute of Organic Chemistry, University of Regensburg, Universitaetsstr. 31, 93040 Regensburg (Germany).
authors.forename: André Luiz
authors.initials: AL
authors.lastname: Stein
authors.affiliation: Institute of Organic Chemistry, University of Regensburg, Universitaetsstr. 31, 93040 Regensburg (Germany).
authors.forename: Sabine
authors.initials: S
authors.lastname: Grupe
authors.affiliation: Institute of Organic Chemistry, University of Regensburg, Universitaetsstr. 31, 93040 Regensburg (Germany).
authors.forename: Johannes
authors.initials: J
authors.lastname: Arp
authors.affiliation: Institute of Organic Chemistry, University of Regensburg, Universitaetsstr. 31, 93040 Regensburg (Germany). axel.jacobi@ur.de.
authors.forename: Axel
authors.initials: A
authors.lastname: Jacobi von Wangelin
keywords: Grignard reaction; alkenes; cross-coupling; enols; iron catalysis