Cu-Catalyzed aromatic C-H imidation with N-fluorobenzenesulfonimide: mechanistic details and predictive models.

Cu-Catalyzed aromatic C–H imidation with N-fluorobenzenesulfonimide: mechanistic details and predictive models† †Electronic supplementary information (ESI) available: (1) CuIBr oxidation by NFSI; (2) details of the Br/F exchange process; (3) bimetallic oxidation of LCuIX (where X = F, Br, Cl, and I) by NFSI; (4) conformational analysis of the oxidation of D3-N-3F; (5) NBO analysis of the Cu2F2 dimer; (6) analysis of electronic states along the catalytic cycle; (7) energy scan for the deprotonation step; (8) isotope effect calculation; (9) calculation procedure to predict regioselectivity for C–H imidation; (10) kinetic profiles of product formation of pre-catalysts; (11) characterization data, 1H and 13C NMR spectra; (12) observation of the proposed intermediate D3-N-3F; (13) energies and Cartesian coordinates. See DOI: 10.1039/c6sc04145k Click here for additional data file.

A Mild, Ferrocene-Catalyzed C–H Imidation of (Hetero)Arenes

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Photoredox ketone catalysis for the direct C-H imidation and acyloxylation of arenes.

The photoexcited aryl ketone-catalyzed C-H imidation of arenes and heteroarenes is reported. Using 3,6-dimethoxy-9H-thioxanthen-9-one as a catalyst in combination with a bench-stable imidating reagent, C-N bond formation proceeds with high efficiency and a broad substrate scope. A key part of this method is that the thioxanthone catalyst acts as an excited-state reductant, thus establishing an ...

Copper-catalyzed aminooxygenation of styrenes with N-fluorobenzenesulfonimide and N-hydroxyphthalimide derivatives

A copper-catalyzed aminooxygenation reaction of styrenes with N-fluorobenzenesulfonimide and N-hydroxyphthalimide derivatives has been developed. The aminooxygenation product could be converted into the corresponding alcohol or free amine through the cleavage of the N-O or C-N bond of the N-hydroxyphthalimide moiety.

Identifying key intermediates generated in situ from Cu(II) salt–catalyzed C–H functionalization of aromatic amines under illumination

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