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Download fileSilver-Free Palladium-Catalyzed C(sp3)–H Arylation of Saturated Bicyclic Amine Scaffolds
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posted on 14.12.2017, 00:00 authored by Charlotte
E. Coomber, Laure Benhamou, Dejan-Krešimir Bučar, Peter D. Smith, Michael J. Porter, Tom D. SheppardHerein, we report a silver-free Pd(II)-catalyzed
C(sp3)–H arylation of saturated bicyclic and tricyclic
amine scaffolds.
The reaction provides good yields using a range of aryl iodides and
aryl bromides including functionalized examples bearing aldehydes,
ketones, esters, free phenols, and heterocycles. The methodology has
been applied to medicinally relevant scaffolds. Two of the intermediate
palladium complexes in the catalytic cycle have been prepared and
characterized, and a mechanism is proposed. Removal of the directing
group proceeded with good yield under relatively mild conditions.