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Iron‐Catalyzed Cross‐Coupling of Alkenyl Acetates
Author(s) -
Gärtner Dominik,
Stein André Luiz,
Grupe Sabine,
Arp Johannes,
Jacobi von Wangelin Axel
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201504524
Subject(s) - electrophile , chemistry , deprotonation , catalysis , ligand (biochemistry) , halide , medicinal chemistry , acetylation , coupling reaction , coupling (piping) , combinatorial chemistry , organic chemistry , receptor , ion , materials science , biochemistry , metallurgy , gene
Stable CO 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 CO 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 %).