Selective synthesis of pyridyl pyridones and oxydipyridines by transition-metal-free hydroxylation and arylation of 2-fluoropyridine derivatives
Селективный синтез пиридилпиридонов и оксидипиридинов методом безметалльной гидроксилирования и арилирования производных 2-фторпиридина
2020-01-01
SCID: 54.1/bpq8dwvg
Discuss with AI
2-fluoropyridinehydroxylation and arylation tandem reactionoxydipyridinepyridyl pyridonetransition-metal-free synthesis
Figures from the paper
Abstract (AI)
An efficient protocol for the construction of various pyridyl pyridone and oxydipyridine derivatives through a hydroxylation and arylation tandem reaction of 2-fluoropyridines is reported. Under simple transition-metal-free conditions, the reaction provided a series of products in good to excellent yields, and their structures were confirmed by crystal diffraction analysis. Furthermore, the controlling effect of 6-position substituents on the highly selective synthesis of pyridone and oxydipyridine was studied.
Key Findings
1
A transition-metal-free tandem hydroxylation and arylation of 2-fluoropyridines enables efficient construction of pyridyl pyridone and oxydipyridine derivatives.
2
Product structures were confirmed by crystal diffraction analysis.
3
Substituents at the 6-position of 2-fluoropyridines exert a controlling effect on the high selectivity between pyridone and oxydipyridine formation.
4
The protocol delivers a series of products in good to excellent yields under simple reaction conditions.
Research Object
2-fluoropyridine derivatives undergoing transition-metal-free hydroxylation and arylation to form pyridyl pyridones and oxydipyridines
Research Subject
Selective synthesis (reaction scope, yields, and selectivity control) of pyridyl pyridone and oxydipyridine products via a tandem hydroxylation–arylation sequence and the effect of 6-position substituents on product selectivity
Publication Details
Publication Date
2020-01-01
Journal
Publisher
ISSN
Access Type
Author Information
Download PDF
Subscribe to digest
Cited by3
The “cesium effect” magnified: exceptional chemoselectivity in cesium ion mediated nucleophilic reactions2024
Synthesis of 1-(1-Arylvinyl)pyridin-2(1 <i>H</i> )-ones from Ketones and 2-Fluoropyridine2021
2-Bromopyridines as Versatile Synthons for Heteroarylated 2-Pyridones via Ru(II)-Mediated Domino C–O/C–N/C–C Bond Formation Reactions2024