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Photocatalyst-free visible-light triggered amination of benzo[c][1,2,5]thiadiazole: direct C-N bond formation from C(sp2)-H bond.

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The photoredox amination of arene protocols mostly comprises photocatalyst-mediated transformations. Herein, we presented the photocatalyst-free, visible-light promoted, direct conversion of C(sp2)-H to C(sp2)-N method. Multipurpose benzothiadiazoles are used as model… Click to show full abstract

The photoredox amination of arene protocols mostly comprises photocatalyst-mediated transformations. Herein, we presented the photocatalyst-free, visible-light promoted, direct conversion of C(sp2)-H to C(sp2)-N method. Multipurpose benzothiadiazoles are used as model synthons and secondary amines as aminating agents. Mechanistic study reveals that the radical reaction mechanism proceeds through nitrogen-centered radical generation, followed by the addition of arenes, which was demonstrated for the present amination protocol of benzothiadiazole with secondary amines in an atom economical fashion.

Keywords: photocatalyst free; free visible; visible light; amination; bond

Journal Title: Chemical communications
Year Published: 2023

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