prikaz prve stranice dokumenta Chemistry of 1,3-dioxepins. XII.' 4,7-dihydro-5-nitro-1,3-dioxepins in the Diels-Alder reaction with 4-methyloxazole
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Scientific paper - Original scientific paper
Chemistry of 1,3-dioxepins. XII.' 4,7-dihydro-5-nitro-1,3-dioxepins in the Diels-Alder reaction with 4-methyloxazole
Croatica Chemica Acta, 70 (1997), 2; 649-666. urn:nbn:hr:163:555276
Jadrijević-Mladar Takač, Milena; Butula, Ivan; Vinković, Mladen; Dumić, Miljenko

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Jadrijević Mladar Takač, M., Butula, I., Vinković, M. & Dumić, M. (1997). Chemistry of 1,3-dioxepins. XII.' 4,7-dihydro-5-nitro-1,3-dioxepins in the Diels-Alder reaction with 4-methyloxazole. Croatica Chemica Acta, 70. (2), 649-666. Retrieved from https://urn.nsk.hr/urn:nbn:hr:163:555276

Jadrijević Mladar Takač, Milena, et al. "Chemistry of 1,3-dioxepins. XII.' 4,7-dihydro-5-nitro-1,3-dioxepins in the Diels-Alder reaction with 4-methyloxazole." Croatica Chemica Acta, vol. 70, no. 2, 1997, pp. 649-666. https://urn.nsk.hr/urn:nbn:hr:163:555276

Jadrijević Mladar Takač, Milena, Ivan Butula, Mladen Vinković and Miljenko Dumić. "Chemistry of 1,3-dioxepins. XII.' 4,7-dihydro-5-nitro-1,3-dioxepins in the Diels-Alder reaction with 4-methyloxazole." Croatica Chemica Acta 70, no. 2 (1997): 649-666. https://urn.nsk.hr/urn:nbn:hr:163:555276

Jadrijević Mladar Takač, M., et al. (1997) 'Chemistry of 1,3-dioxepins. XII.' 4,7-dihydro-5-nitro-1,3-dioxepins in the Diels-Alder reaction with 4-methyloxazole', Croatica Chemica Acta, 70(2), pp. 649-666. Available at: https://urn.nsk.hr/urn:nbn:hr:163:555276 (Accessed 27 December 2024)

Jadrijević Mladar Takač M, Butula I, Vinković M, Dumić M. Chemistry of 1,3-dioxepins. XII.' 4,7-dihydro-5-nitro-1,3-dioxepins in the Diels-Alder reaction with 4-methyloxazole. Croatica Chemica Acta [Internet]. 1997 [cited 2024 December 27];70(2):649-666. Available at: https://urn.nsk.hr/urn:nbn:hr:163:555276

M. Jadrijević Mladar Takač, I. Butula, M. Vinković and M. Dumić, "Chemistry of 1,3-dioxepins. XII.' 4,7-dihydro-5-nitro-1,3-dioxepins in the Diels-Alder reaction with 4-methyloxazole", Croatica Chemica Acta, vol. 70, no. 2, pp. 649-666, 1997. [Online]. Available at: https://urn.nsk.hr/urn:nbn:hr:163:555276. [Accessed: 27 December 2024]

Metadata
Title (english)Chemistry of 1,3-dioxepins. XII.' 4,7-dihydro-5-nitro-1,3-dioxepins in the Diels-Alder reaction with 4-methyloxazole
AuthorMilena Jadrijević-Mladar Takač
AuthorIvan Butula
MBZ: 6372
AuthorMladen Vinković
AuthorMiljenko Dumić
Author's institutionUniversity of Zagreb
Faculty of Pharmacy and Biochemistry
(Department of medicinal chemistry)
Scientific / art field,
discipline and subdiscipline		BIOMEDICINE AND HEALTHCARE
Pharmacy
Pharmacy
Abstract (english)
4,7-Dihydro-5-nitro-l,3-dioxepins 4' prepared by dehydrohalogenation of vic-chloronitro-dioxepanes 2 and/or dehydrohalogenationdemercuration of vic-chloromercurynitro-dioxepanes 3 represent reactive dienophiles in the Diels-Alder cycloaddition with 4-methyloxazole (5), giving pyridoxine (8) intermediates 1,5-dihydro-9-hydroxy- 8-methyl-3H-[1,3]dioxepino[5,6-c]pyridines 6 in poor yields. The side products of this reaction were 4,7-dihydro-4-hydroxyimino- 6-nitro-l,3-dioxepins 7, the structure of which was confirmed by parallel synthesis, i.e. by nitrosation of 4 with ethyl nitrite. The order of reactivity in the series of 5-substituted-4, 7-dihydro- 1,3-dioxepins, calculated by AMI semiempirical method, is predicted to be 5-nitro- > 5-unsubstituted- > 5-cyano- > 5-chloro-4,7-dihydro- 1,3-dioxepin, and it is in agreement with experimental data.
Languageenglish
Publication typeScientific paper - Original scientific paper
Publication statusPublished
Peer reviewPeer review - international
Publication versionPublished version
Journal titleCroatica Chemica Acta
Numberingvol. 70, no. 2, pp. 649-666
p-ISSN0011-1643
e-ISSN1334-417X
URN:NBNurn:nbn:hr:163:555276
Publication1997
Document URLhttps://hrcak.srce.hr/176964
Type of resourceText
Access conditionsOpen access
Terms of useLicence In copyright icon
Created on2020-04-29 12:43:06