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Photoredox-Mediated Generation of gem-Difunctionalized Ketones: Synthesis of α,α-Aminothioketones.

Neha ChalotraMasood Ahmad RizviBhahwal Ali Shah
Published in: Organic letters (2019)
A photoredox-mediated gem-difunctionalization of alkynes leading to the synthesis of α,α-aminothio-substituted carbonyl compounds is reported. The work presents concomitant introduction of α-C-N and C-S bonds as a key enabling advance. Furthermore, the low bond dissociation energy of the C-S bond compared to that of C-N or C-C bonds has been exploited for selective functionalization using different nucleophiles to build diverse α,α-disubstituted carbonyl scaffolds. Mild reaction conditions, broad substrate scope, and good yields are some of the added advantages of this reaction.
Keyphrases
  • electron transfer
  • visible light
  • molecular docking
  • tissue engineering
  • amino acid