%0 Journal Article
%T Palladium-Catalyzed Regioselective Carbonylative Coupling/Amination of Aryl Iodides with Unactivated Alkenes: Efficient Synthesis of ¦Â-Aminoketones
%J -
%D 2019
%R https://doi.org/10.1021/acscatal.9b00774
%X The carbonylative coupling of aryl halides with unactivated alkenes remains a challenge, because of the low reactivity of acyl-palladium intermediate to the olefins. In this paper, a palladium-catalyzed carbonylative coupling/amination of aryl iodides with unactivated alkenes for the synthesis of ¦Â-aminoketone derivatives has been developed. With the assistance of a directing group (8-aminoquinoline, AQ), the coordination of the olefin to acyl-palladium complex can be enhanced, thereby promoting the acylpalladation across the C¨TC double bonds. A broad range of ¦Â-aminoketone derivatives were prepared in moderate to excellent yields with complete regioselectivity by using 4-pentenoic and 2-vinylbenzoic amide derivatives as the starting materials. This methodology involves the formation of two C¨CC bonds as well as one C¨CN bond, and provided a method for the carbonylative difunctionalization of unactivated alkenes
%U https://pubs.acs.org/doi/10.1021/acscatal.9b00774