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

V MurugeshPatlolla Ravinder ReddySurya Prakash Singh
Published in: Chemical communications (Cambridge, England) (2023)
The photoredox amination of arene protocols mostly comprises photocatalyst-mediated transformations. Herein, we presented the photocatalyst-free, visible-light promoted, direct conversion of C(sp 2 )-H to C(sp 2 )-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.
Keyphrases
  • amino acid
  • visible light
  • randomized controlled trial
  • electron transfer
  • molecular dynamics
  • transition metal
  • solid state