Visible-Light-Driven Decarboxylative Borylation: Rapid Access to α- and β-Amino-boronamides.
Andrea SerafinoHugo PierreFranck Le VaillantJulien BoutetGérard GuillamotLuc NeuvilleGeraldine MassonPublished 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.