title: Selective Radical Amination of Aldehydic C(sp2)-H Bonds with Fluoroaryl Azides via Co(II)-Based Metalloradical Catalysis: Synthesis ofN-Fluoroaryl Amides from Aldehydes under Neutral and Nonoxidative Conditions.
abstract: The Co(II) complex of theD2h-symmetric amidoporphyrin 3,5-DitBu-IbuPhyrin, [Co(P1)], has proven to be an effective metalloradical catalyst for intermolecular amination of C(sp2)-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 correspondingN-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.
authors: Department of Chemistry, University of South Florida, Tampa, FL 33620-5250, USA. ; Tel: (+ 1) 813-974-7249.
authors: Li-Mei
authors: LM
authors: Jin
authors: Department of Chemistry, University of South Florida, Tampa, FL 33620-5250, USA. ; Tel: (+ 1) 813-974-7249.
authors: Hongjian
authors: H
authors: Lu
authors: Department of Chemistry, University of South Florida, Tampa, FL 33620-5250, USA. ; Tel: (+ 1) 813-974-7249.
authors: Yuan
authors: Y
authors: Cui
authors: Department of Chemistry, University of South Florida, Tampa, FL 33620-5250, USA. ; Tel: (+ 1) 813-974-7249.
authors: Christopher L
authors: CL
authors: Lizardi
authors: Department of Chemistry, University of South Florida, Tampa, FL 33620-5250, USA. ; Tel: (+ 1) 813-974-7249.
authors: Thiago N
authors: TN
authors: Arzua
authors: Department of Chemistry, University of South Florida, Tampa, FL 33620-5250, USA. ; Tel: (+ 1) 813-974-7249.
authors: Lukasz
authors: L
authors: Wojtas
authors: Department of Chemistry, University of South Florida, Tampa, FL 33620-5250, USA. ; Tel: (+ 1) 813-974-7249.
authors: Xin
authors: X
authors: Cui
authors: Department of Chemistry, University of South Florida, Tampa, FL 33620-5250, USA. ; Tel: (+ 1) 813-974-7249.
authors: X Peter
authors: XP
authors: Zhang