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The Co(II) complex of the D  2h -symmetric amidoporphyrin 3,5-Di  t  Bu-IbuPhyrin, [Co( P1 )], has proven to be an effective metalloradical catalyst for intermolecular amination of C(sp 2 )-H bonds of aldehydes with fluoroaryl azides. The [Co( P1 )]-catalyzed process can employ aldehydes as the limiting reagents and operate under neutral and non-oxidative conditions, generating nitrogen gas as the only byproduct. The metalloradical aldehydic C-H amination is suitable for different combinations of aldehydes and fluoroaryl azides, producing the corresponding N -fluoroaryl amides in good to excellent yields. A series of mechanistic studies support a stepwise radical mechanism for the Co(II)-catalyzed intermolecular C-H amination.

chemical science

Selective radical amination of aldehydic C(sp<sup>2</sup>)–H bonds with fluoroaryl azides via Co(<scp>ii</scp>)-based metalloradical catalysis: synthesis of N-fluoroaryl amides from aldehydes under neutral and nonoxidative conditions

Selective radical amination of aldehydic C(sp2)–H bonds with fluoroaryl azides via Co(ii)-based metalloradical catalysis: synthesis of N-fluoroaryl amides from aldehydes under neutral and nonoxidative conditions

Selective radical amination of aldehydic C(sp²)–H bonds with fluoroaryl azides via Co(ii)-based metalloradical catalysis: synthesis of N-fluoroaryl amides from aldehydes under neutral and nonoxidative conditions