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Visible-Light-Driven Decarboxylative Borylation: Rapid Access to α- and β-Amino-boronamides.

Andrea SerafinoHugo PierreFranck Le VaillantJulien BoutetGérard GuillamotLuc NeuvilleGeraldine Masson
Published in: Organic letters (2023)
In this study, we described a two-step process involving an efficient visible-light-induced decarboxylative borylation of α- and β-amino redox-active esters with bis(catecholato)diboron, followed by transamination with 1,8-diaminonapthalene (DANH 2 ). A series of boronamides were obtained in moderate to excellent yields in this one-pot procedure. The photochemical process proved to be very efficient even when conducted under flow conditions with shorter reaction durations and scalable synthesis of DAN boronates.
Keyphrases
  • visible light
  • high intensity
  • ionic liquid
  • electron transfer
  • quantum dots