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Visible-light induced cross-electrophile coupling of imines and anhydrides to synthesize α-amino ketones.

Renxu CaoYu LiuXiao-Xin ShiJun Zheng
Published in: Chemical communications (Cambridge, England) (2023)
α-Amino ketones are important motifs in synthetic and medicinal chemistry. Efficient methods to directly access these motifs from feasible precursors are, however, limited. Herein, a visible-light mediated reductive cross-electrophile coupling of readily available imines and anhydrides was developed. Under mild reaction conditions, the umpolung reactivity of diverse imines engaged with anhydrides gives a variety of α-amino ketones with good yields and a broad functional group compatibility. Primary mechanistic studies revealed that this transformation might proceed through a radical-radical cross coupling pathway dominantly.
Keyphrases
  • visible light
  • room temperature
  • high glucose
  • diabetic rats
  • oxidative stress