A New Approach to the Synthesis of Benzo[c][1,7] naphthyridin-4(3H)-ones Full article
Journal |
Synthesis
ISSN: 0039-7881 |
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Output data | Year: 2017, Volume: 49, Number: 16, Pages: 3700-3709 Pages count : 10 DOI: 10.1055/s-0036-1590470 | ||||||||||
Tags | naphthyridines; pyridines; Pictet-Spengler reaction; intramolecular cyclization; X-ray structural analysis | ||||||||||
Authors |
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Abstract:
A simple and efficient approach has been developed for the synthesis of previously inaccessible 6-arylbenzo[c][1,7] naphthyridin-4(3H)-ones, which is based on the interaction of 3-amino-6-methyl-4-arylpyridin- 2(1H)-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(3H)-ones, which are oxidized by atmospheric oxygen to give 3-amino-6methyl- 4-arylpyridin-2(1H)-ones as the final products.
Cite:
Kulakov I.V.
, Shatsauskas A.L.
, Matsukevich M.V.
, Palamarchuk I.V.
, Seilkhanov T.M.
, Gatilov Y.V.
, Fisyuk A.S.
A New Approach to the Synthesis of Benzo[c][1,7] naphthyridin-4(3H)-ones
Synthesis. 2017. V.49. N16. P.3700-3709. DOI: 10.1055/s-0036-1590470 WOS Scopus РИНЦ
A New Approach to the Synthesis of Benzo[c][1,7] naphthyridin-4(3H)-ones
Synthesis. 2017. V.49. N16. P.3700-3709. DOI: 10.1055/s-0036-1590470 WOS Scopus РИНЦ
Dates:
Published online: | Jun 7, 2017 |
Published print: | Aug 1, 2017 |
Identifiers:
Web of science | WOS:000407139300020 |
Scopus | 2-s2.0-85020453598 |
Elibrary | 31020660 |
OpenAlex | W2623202343 |