2-Bromopyridines as Versatile Synthons for Heteroarylated 2-Pyridones via Ru(II)-Mediated Domino C-O/C-N/C-C Bond Formation Reactions

被引:0
作者
Drev, Miha [1 ]
Brodnik, Helena [1 ]
Groselj, Uros [1 ]
Perdih, Franc [1 ]
Svete, Jurij [1 ]
Stefane, Bogdan [1 ]
Pozgan, Franc [1 ]
机构
[1] Univ Ljubljana, Fac Chem & Chem Technol, Vecna Pot 113, Ljubljana 1000, Slovenia
来源
MOLECULES | 2024年 / 29卷 / 18期
关键词
ruthenium catalysis; heterocycles; C-H activation; pyridones; 2-bromopyridines; DIRECT ALKYLATION; H ALKYLATION; ARYLATION; PYRIDONES; HETEROCYCLES; ACTIVATION; CHEMISTRY; DIENES;
D O I
10.3390/molecules29184418
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A novel methodology for the synthesis of 2-pyridones bearing a 2-pyridyl group on nitrogen and carbon atoms, starting from 2-bromopyridines, was developed employing a simple Ru(II)-KOPiv-Na2CO3 catalytic system. Unsubstituted 2-bromopyridine was successfully converted to the penta-heteroarylated 2-pyridone product using this method. Preliminary mechanistic studies revealed a possible synthetic pathway leading to the multi-heteroarylated 2-pyridone products, involving consecutive oxygen incorporation, a Buchwald-Hartwig-type reaction, and C-H bond activation.
引用
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页数:13
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