Photoredox Catalyst Enabling Visible-Light α-Aminoamide Synthesis

Photoredox Catalyst Enabling Visible-Light α-Aminoamide Synthesis

Ir[(ppy)2(bpy)]PF6 (TCI code: B4893), or (2,2'-Bipyridine)bis(2-phenylpyridinato)iridium(III) Hexafluorophosphate, is a visible light photoredox catalyst used to drive chemical reactions under visible light irradiation. As an example, this catalyst is used in the synthesis of an α-aminoamide from N,N-dimethylaniline [D0665] and p-toluenesulfonylmethyl isocyanide (TosMIC, TCI code: T1046). In the TCI example, the reaction is run at room temperature in acetonitrile under a nitrogen atmosphere, with only 1.0 mol% of the catalyst and 10 equivalents of ion-exchanged water. Its advantages lie in the use of a small catalyst loading and mild reaction conditions, as the reaction proceeds at room temperature with Blue LED lamps as the light source. After two days of irradiation, the product was obtained as a light brown solid after column chromatography purification.

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