Iron-Catalyzed Cross-Coupling of Alkenyl Acetates

Gaertner, Dominik and Stein, Andre Luiz and Grupe, Sabine and Arp, Johannes and Jacobi von Wangelin, Axel (2015) Iron-Catalyzed Cross-Coupling of Alkenyl Acetates. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 54 (36). pp. 10545-10549. ISSN 1433-7851, 1521-3773

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Abstract

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 degrees C, 2h) with a ligand-free catalyst (1-2mol%).

Item Type: Article
Uncontrolled Keywords: C-O ACTIVATION; HETEROGENEOUS CATALYSIS; PHENOL DERIVATIVES; GRIGNARD-REAGENTS; ORGANIC-SYNTHESIS; VINYL-ACETATE; ARYL; FE; NI; COMPLEXES; alkenes; cross-coupling; enols; Grignard reaction; iron catalysis
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Prof. Dr. Axel Jacobi von Wangelin
Depositing User: Dr. Gernot Deinzer
Date Deposited: 13 Jun 2019 13:44
Last Modified: 13 Jun 2019 13:44
URI: https://pred.uni-regensburg.de/id/eprint/4939

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