Iron-Catalyzed Cleavage Reaction of Keto Acids with Aliphatic Aldehydes for the Synthesis of Ketones and Ketone Esters.
catalysis
cross-coupling
decarbonylation
decarboxylation
synthetic methods
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 Apr 2020
01 Apr 2020
Historique:
received:
09
01
2020
pubmed:
6
2
2020
medline:
6
2
2020
entrez:
4
2
2020
Statut:
ppublish
Résumé
The radical-radical coupling reaction is an important synthetic strategy. In this study, the iron-catalyzed radical-radical cross-coupling reaction based on the decarboxylation of keto acids and decarbonylation of aliphatic aldehydes to obtain valuable aryl ketones is reported for the first time. Remarkably, when tertiary aldehydes were used as carbonyl sources, ketone esters were selectively obtained instead of ketones. The gram-scale preparation of aryl ketone through this strategy was easily achieved by using only 3 mol % of the iron catalyst. As a proof-of-concept, the bioactive molecule flurprimidol was synthesized in two steps by using this strategy.
Identifiants
pubmed: 32012367
doi: 10.1002/chem.202000114
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
4246-4250Subventions
Organisme : Key Project Program of the Educational Department of Hunan Province
ID : 18A069
Organisme : Scientific Research Foundation of Hunan Provincial Education Department
ID : 15B232
Organisme : National Natural Science Foundation of China
ID : 21402168
Informations de copyright
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
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