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Electrochemical Synthesis of Heterocyclic Compounds. XI. Annelation of Coumarin Ring via Cathodic Reduction of 3-Nitrocoumarin Derivatives

Katmerka Tabaković ; Faculty of Technology, »Duro Pucar Stari« University, 78000 Banjaluka, Yugoslavia
Ibro Tabaković ; Faculty of Technology, »Duro Pucar Stari« University, 78000 Banjaluka, Yugoslavia

Puni tekst: engleski, pdf (5 MB) str. 451-458 preuzimanja: 58* citiraj
APA 6th Edition
Tabaković, K. i Tabaković, I. (1981). Electrochemical Synthesis of Heterocyclic Compounds. XI. Annelation of Coumarin Ring via Cathodic Reduction of 3-Nitrocoumarin Derivatives. Croatica Chemica Acta, 54 (4), 451-458. Preuzeto s https://hrcak.srce.hr/194309
MLA 8th Edition
Tabaković, Katmerka i Ibro Tabaković. "Electrochemical Synthesis of Heterocyclic Compounds. XI. Annelation of Coumarin Ring via Cathodic Reduction of 3-Nitrocoumarin Derivatives." Croatica Chemica Acta, vol. 54, br. 4, 1981, str. 451-458. https://hrcak.srce.hr/194309. Citirano 29.01.2020.
Chicago 17th Edition
Tabaković, Katmerka i Ibro Tabaković. "Electrochemical Synthesis of Heterocyclic Compounds. XI. Annelation of Coumarin Ring via Cathodic Reduction of 3-Nitrocoumarin Derivatives." Croatica Chemica Acta 54, br. 4 (1981): 451-458. https://hrcak.srce.hr/194309
Harvard
Tabaković, K., i Tabaković, I. (1981). 'Electrochemical Synthesis of Heterocyclic Compounds. XI. Annelation of Coumarin Ring via Cathodic Reduction of 3-Nitrocoumarin Derivatives', Croatica Chemica Acta, 54(4), str. 451-458. Preuzeto s: https://hrcak.srce.hr/194309 (Datum pristupa: 29.01.2020.)
Vancouver
Tabaković K, Tabaković I. Electrochemical Synthesis of Heterocyclic Compounds. XI. Annelation of Coumarin Ring via Cathodic Reduction of 3-Nitrocoumarin Derivatives. Croatica Chemica Acta [Internet]. 1981 [pristupljeno 29.01.2020.];54(4):451-458. Dostupno na: https://hrcak.srce.hr/194309
IEEE
K. Tabaković i I. Tabaković, "Electrochemical Synthesis of Heterocyclic Compounds. XI. Annelation of Coumarin Ring via Cathodic Reduction of 3-Nitrocoumarin Derivatives", Croatica Chemica Acta, vol.54, br. 4, str. 451-458, 1981. [Online]. Dostupno na: https://hrcak.srce.hr/194309. [Citirano: 29.01.2020.]

Sažetak
Annelation of the coumarin ring was performed via cathodic
reduction of 3-nitrocoumarin derivatives (1-4) by controlled potential.
The reduction of 3-nitro-4-aminocoumarin, 1, gave 3,4-diaminocoumaDin,
5, and subsequent treatment with formic acid furnished
tlie novel 4H [1] benzopyrano [3,4-b] imidazole-4-on ring
system 6. The condensation of 5 with trifluoracetic acid anhydride,
acetic acid anhydride, and benzil gave products 7, 8 and 9, respectively.
The reduction of 3-nitro-4-carbetoxymethylthiocoumar.in, 2,
gave the cyclic product 3H, 5H [1] benzopyrano[3,4-b]l,4-thiazine
(2H)-3,5-dion, 10. The r.eduction of 3-nitro-4-(2-formylphenoxy)coumarin,
3, and subsequent intramolecular condensation of amino
derivative 11 gave the novel SH [1] benzopyrano[3,4-b]l,4-benzoxazepin-
8-on ring system 13. The same compound 13 was obtained
through reduction of 3-ruitro-4-chlorcoumarin, 4, to 3-amino-4-
-chlorocoumarin, 12, acid and subsequent ·condensation of 12 with
salicylaldehyde.

Hrčak ID: 194309

URI
https://hrcak.srce.hr/194309

Posjeta: 83 *