Synthesis of Fluorinated Alkyl Aryl Ethers by Palladium-Catalyzed C–O Cross-Coupling

Synthesis of Fluorinated Alkyl Aryl Ethers by Palladium-Catalyzed C–O Cross-Coupling

Herein, we report a highly effective protocol for the cross-coupling of (hetero)­aryl bromides with fluorinated alcohols using the commercially available precatalyst tBuBrettPhos Pd G3 and Cs2CO3 in toluene. This Pd-catalyzed coupling features a short reaction time, excellent functional group tolera...

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Veröffentlicht in:Organic letters 2020-08, Vol.22 (16), p.6573-6577
Hauptverfasser: Szpera, Robert, Isenegger, Patrick G, Ghosez, Maxime, Straathof, Natan J. W, Cookson, Rosa, Blakemore, David C, Richardson, Paul, Gouverneur, Véronique
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container_end_page 6577
container_issue 16
container_start_page 6573
container_title Organic letters
container_volume 22
creator Szpera, Robert
Isenegger, Patrick G
Ghosez, Maxime
Straathof, Natan J. W
Cookson, Rosa
Blakemore, David C
Richardson, Paul
Gouverneur, Véronique
description Herein, we report a highly effective protocol for the cross-coupling of (hetero)­aryl bromides with fluorinated alcohols using the commercially available precatalyst tBuBrettPhos Pd G3 and Cs2CO3 in toluene. This Pd-catalyzed coupling features a short reaction time, excellent functional group tolerance, and compatibility with electron-rich and -poor (hetero)­arenes. The method provides access to 18F-labeled trifluoroethyl ethers by cross-coupling with [18F]­trifluoroethanol.
doi_str_mv 10.1021/acs.orglett.0c02347
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title Synthesis of Fluorinated Alkyl Aryl Ethers by Palladium-Catalyzed C–O Cross-Coupling
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