Decarboxylative Fluorination of 2-Pyridylacetates.

decarboxylation difluoromethyl group fluorination methyl ester pyridine

Journal

Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783

Informations de publication

Date de publication:
04 Jun 2019
Historique:
received: 05 02 2019
revised: 01 04 2019
pubmed: 27 4 2019
medline: 27 4 2019
entrez: 27 4 2019
Statut: ppublish

Résumé

Syntheses of substituted pyridines and fluorinated compounds, which are often pharmaceutical targets, are important objectives in organic chemistry. Herein, we found that decarboxylative fluorination of lithium 2-pyridylacetates occur under catalyst-free conditions. The phenomenon can be applied to one-pot transformation of substituted methyl 2-pyridylacetate to 2-(fluoroalkyl)pyridine by decarboxylative fluorination of the intermediate lithium 2-pyridylacetate. This method was also applied to the syntheses of 2-(difluoroalkyl)pyridines.

Identifiants

pubmed: 31026095
doi: 10.1002/chem.201900565
doi:

Types de publication

Journal Article

Langues

eng

Pagination

7453-7456

Subventions

Organisme : Japan Society for the Promotion of Science
ID : 18H01974

Informations de copyright

© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Auteurs

Ryouta Kawanishi (R)

Department of Applied Chemistry and Life Science, Toyohashi University of Technology, 1-1 Hibarigaoka, Tempaku-cho, Toyohashi, 441-8580, Japan.

Lacksany Phongphane (L)

Department of Applied Chemistry and Life Science, Toyohashi University of Technology, 1-1 Hibarigaoka, Tempaku-cho, Toyohashi, 441-8580, Japan.

Seiji Iwasa (S)

Department of Applied Chemistry and Life Science, Toyohashi University of Technology, 1-1 Hibarigaoka, Tempaku-cho, Toyohashi, 441-8580, Japan.

Kazutaka Shibatomi (K)

Department of Applied Chemistry and Life Science, Toyohashi University of Technology, 1-1 Hibarigaoka, Tempaku-cho, Toyohashi, 441-8580, Japan.

Classifications MeSH