1,4-Aminoarylation of Butadienes via Photoinduced Palladium Catalysis

Cai, Yuan; Gaurav, Gaurav; Ritter, Tobias

doi:10.1002/anie.202311250

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1,4-Aminoarylation of Butadienes via Photoinduced Palladium Catalysis

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Cai, Yuan
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Gaurav, Gaurav
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Ritter, Tobias
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Cai, Y., Gaurav, G., & Ritter, T. (2024). 1,4-Aminoarylation of Butadienes via Photoinduced Palladium Catalysis. Angewandte Chemie International Edition, 63(14):. doi:10.1002/anie.202311250.

引用: https://hdl.handle.net/21.11116/0000-000E-6C7C-F

要旨

A visible-light-induced, three-component palladium-catalyzed 1,4-aminoarylation of butadienes with readily available aryl halides and aliphatic amines has been developed, affording allylamines with excellent E-selectivity. The reaction exhibits exceptional control over chemo-, regio-, and stereoselectivity, a broad substrate scope, and high functional group compatibility, as demonstrated by the late-stage functionalization of bioactive molecules. Mechanistic investigations are consistent with a photoinduced radical Pd(0)-Pd(I)-Pd(II)-Pd(0) Heck-Tsuji-Trost allylation cascade.