Generation of α-Boryl Radicals and Their Conjugate Addition to Enones: Transition-Metal-Free Alkylation of gem-Diborylalkanes.
alkylboronate
alpha,beta-unsaturated ketone
boryl radical
conjugate addition
diborylalkane
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
01 Feb 2021
01 Feb 2021
Historique:
received:
15
10
2020
pubmed:
17
10
2020
medline:
17
10
2020
entrez:
16
10
2020
Statut:
ppublish
Résumé
A transition-metal-free method for the alkylation of gem-diborylalkanes with α,β-unsaturated ketones has been developed. It is demonstrated that the α-boryl radicals can be generated efficiently from gem-diborylalkanes with the aid of catechol and oxidants. The α-boryl radicals formed through such process can be engaged in conjugate addition reaction with α,β-unsaturated ketones. This transformation is a straightforward method for the synthesis of γ-borylketones.
Identifiants
pubmed: 33064327
doi: 10.1002/chem.202004581
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
2294-2298Subventions
Organisme : National Natural Science Foundation of China
ID : 21871010
Informations de copyright
© 2020 Wiley-VCH GmbH.
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