Visible-Light-Photosensitized Aryl and Alkyl Decarboxylative Functionalization Reactions.
carboxylic acids
decarboxylation
energy transfer
photocatalysis
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
29 Jul 2019
29 Jul 2019
Historique:
received:
15
04
2019
revised:
28
05
2019
pubmed:
5
6
2019
medline:
5
6
2019
entrez:
5
6
2019
Statut:
ppublish
Résumé
Despite significant progress in aliphatic decarboxylation, an efficient and general protocol for radical aromatic decarboxylation has lagged far behind. Herein, we describe a general strategy for rapid access to both aryl and alkyl radicals by photosensitized decarboxylation of the corresponding carboxylic acids esters followed by their successive use in divergent carbon-heteroatom and carbon-carbon bond-forming reactions. Identification of a suitable activator for carboxylic acids is the key to bypass a competing single-electron-transfer mechanism and "switch on" an energy-transfer-mediated homolysis of unsymmetrical σ-bonds for a concerted fragmentation/decarboxylation process.
Identifiants
pubmed: 31162874
doi: 10.1002/anie.201904671
doi:
Types de publication
Journal Article
Review
Langues
eng
Sous-ensembles de citation
IM
Pagination
10514-10520Subventions
Organisme : Alexander von Humboldt-Stiftung
Organisme : Deutsche Forschungsgemeinschaft
ID : Leibniz Award
Organisme : Deutsche Forschungsgemeinschaft
ID : SFB 858
Informations de copyright
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.