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
Yibiao Li, Jian‐Rong Li, Qiang Liu, Yubing Huang, Chunshu Liao, Xiaoqiong Chen, Jingjun Lu, Lu Chen
2020-01-01

2-fluoropyridinehydroxylation and arylation tandem reactionoxydipyridinepyridyl pyridonetransition-metal-free synthesis
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.
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.

2-fluoropyridine derivatives undergoing transition-metal-free hydroxylation and arylation to form pyridyl pyridones and oxydipyridines

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

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2020-01-01
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Yibiao Li
Jian‐Rong Li
Qiang Liu
Yubing Huang
Chunshu Liao
Xiaoqiong Chen
Jingjun Lu
Lu Chen
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