A New Approach to the Synthesis of Benzo[ c ][1,7]naphthyridin-4(3 H)-ones

Ivan V. Kulakov, Anton L. Shatsauskas, Mariya V. Matsukevich, Irina V. Palamarchuk, Tulegen M. Seilkhanov, Yuriy V. Gatilov, Alexander S. Fisyuk

Результат исследования: Научные публикации в периодических изданияхстатья

9 Цитирования (Scopus)

Аннотация

A simple and efficient approach has been developed for the synthesis of previously inaccessible 6-arylbenzo[ c ][1,7]naphthyridin-4(3 H)-ones, which is based on the interaction of 3-amino-6-methyl-4-arylpyridin-2(1 H)-ones and aromatic aldehydes in a strong acidic media (trifluoroacetic, phosphorous or polyphosphorous acids) under heating. The initial imine derivatives undergo Pictet-Spengler condensation to form intermediate 6-aryl-5,6-dihydrobenzo[ c ]-1,7-naphthyridin-4(3 H)-ones, which are oxidized by atmospheric oxygen to give 3-amino-6-methyl-4-arylpyridin-2(1 H)-ones as the final products.

Язык оригиналаанглийский
Страницы (с-по)3700-3709
Число страниц10
ЖурналSynthesis (Germany)
Том49
Номер выпуска16
DOI
СостояниеОпубликовано - 16 авг 2017

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  • Цитировать

    Kulakov, I. V., Shatsauskas, A. L., Matsukevich, M. V., Palamarchuk, I. V., Seilkhanov, T. M., Gatilov, Y. V., & Fisyuk, A. S. (2017). A New Approach to the Synthesis of Benzo[ c ][1,7]naphthyridin-4(3 H)-ones. Synthesis (Germany), 49(16), 3700-3709. https://doi.org/10.1055/s-0036-1590470