Visible-Light-Driven Decarboxylative Borylation: Rapid Access to α- and β-Amino-boronamides - Archive ouverte HAL
Article Dans Une Revue Organic Letters Année : 2023

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

Résumé

In this study, we described a two steps process involving an efficient visible light-induced borylation of α-and β-amino redox-active esters with bis(catecholato)diboron followed by transamination with 1,8-diaminonapthalene (DANH2). A series of boronamides were obtained in moderate to excellent yields in this one-pot procedure. This protocol could be applied to a broad range of conventionally challenging substrates, including α-oxoacid and tertiary carboxylic acid derivatives. The photochemical process proved to be very efficient even when conducted under flow conditions, with shorter reaction durations and scalable synthesis of DAN boronates.

Mots clés

Fichier principal
Vignette du fichier
Pub-Org Masson Borylation.pdf (404.1 Ko) Télécharger le fichier
Origine Fichiers produits par l'(les) auteur(s)
Licence

Dates et versions

hal-04428094 , version 1 (31-01-2024)

Licence

Identifiants

Citer

Andrea Serafino, Hugo Pierre, Franck Le Vaillant, Julien Boutet, Gérard Guillamot, et al.. Visible-Light-Driven Decarboxylative Borylation: Rapid Access to α- and β-Amino-boronamides. Organic Letters, 2023, 25 (51), pp.9249-9254. ⟨10.1021/acs.orglett.3c04067⟩. ⟨hal-04428094⟩
19 Consultations
134 Téléchargements

Altmetric

Partager

More