Chemistry and Applications of Benzonaphthyridines

Bachowska, Barbara; Zujewska, T.

doi:10.1002/chin.200334255

Cited by 2 publications

(2 citation statements)

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“…Benzo[ f ][1,7]naphthyridines [1] (Figure 1) are naturally occurring [2,3] and synthetic benzo-fused bis -heterocyclic systems [4], which have been of high interest for synthetic community from many years ago, mainly due to their interesting properties in various fields of science, such as optics [5]. However, their main application lies in the medicinal chemistry because some bioactive compounds are based on the benzo[ f ][1,7]naphthyridine core.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of New 5-Aryl-benzo[f][1,7]naphthyridines via a Cascade Process (Ugi-3CR/Intramolecular Aza-Diels-Alder Cycloaddition)/Aromatization

et al. 2018

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A series of eight new 5-aryl-benzo[f][1,7]naphthyridines were synthesized in 17 to 64% overall yields via an improved MW-assisted cascade-like one pot process (Ugi–three component reaction/intramolecular aza-Diels-Alder cycloaddition) coupled to an aromatization process from tri-functional dienophile-containing ester-anilines, substituted benzaldehydes and the chain-ring tautomerizable 2-isocyano-1-morpholino-3-phenylpropan-1-one as starting reagents, under mild conditions. The doubly activated dienophile and the aza-diene functionalities of the eight new Ugi-adducts were exploited to perform an in situ aza-Diels-Alder cycloaddition/aromatization (dehydration/oxidation) process, toward the complex polysubstituted 5-aryl-polyheterocycles, which could be taken as starting point for further SAR studies because the benzo[f][1,7]naphthyridine is the core of various bioactive products. It is relevant to emphasize that the synthesis or isolation of benzo[f][1,7]naphthyridines containing a substituted aromatic ring in the C-5 position, has not been published before.

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Section: Introductionmentioning

confidence: 99%

Synthesis of New 5-Aryl-benzo[f][1,7]naphthyridines via a Cascade Process (Ugi-3CR/Intramolecular Aza-Diels-Alder Cycloaddition)/Aromatization

et al. 2018

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“…Functionalized naphthyridines have found applications as pharmaceuticals, fungicides, bactericides, herbicides, and insecticides as well as useful synthetic blocks in the preparation of several alkaloids [3][4][5][6]. Many syntheses of naphthyridines are known, but due to their importance, the development of new synthetic approaches remains an active research area [7,8].…”

Section: Introductionmentioning

confidence: 99%