Cu-Catalyzed Oxidative Allylic C–H Arylation of Inexpensive Alkenes with (Hetero)Aryl Boronic Acids

Herein, we present a regioselective Cu-catalyzed oxidative allylic C­(sp3)–H arylation by radical relay using a broad range of heteroaryl boronic acids with inexpensive and readily available unactivated terminal and internal olefins. This C­(sp2)–C­(sp3) allyl coupling has the advantage of using che...

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Veröffentlicht in:Organic letters 2021-04, Vol.23 (8), p.3130-3135
Hauptverfasser: Pal, Suman, Cotard, Marine, Gérardin, Baptiste, Hoarau, Christophe, Schneider, Cédric
Format: Artikel
Sprache:eng
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Zusammenfassung:Herein, we present a regioselective Cu-catalyzed oxidative allylic C­(sp3)–H arylation by radical relay using a broad range of heteroaryl boronic acids with inexpensive and readily available unactivated terminal and internal olefins. This C­(sp2)–C­(sp3) allyl coupling has the advantage of using cheap, abundant, and nontoxic Cu2O without the need to use prefunctionalized alkenes, thus offering an alternative method to allylic arylation reactions that employ more traditional coupling partners with preinstalled leaving groups (LGs) at the allylic position.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c00812