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The Synthesis of 3,5-Disubstituted Indoles by Cyclization under Mild Conditions

D . Keglević ; Tracer Laboratory, Institute »Ruder Boskovic«, Zagreb, Croatia, Yugoslavia
N. Stojanac ; Tracer Laboratory, Institute »Ruder Boskovic«, Zagreb, Croatia, Yugoslavia
D. Desaty ; Tracer Laboratory, Institute »Ruder Boskovic«, Zagreb, Croatia, Yugoslavia

Puni tekst: engleski, pdf (7 MB) str. 83-88 preuzimanja: 141* citiraj
APA 6th Edition
Keglević, D., Stojanac, N. i Desaty, D. (1961). The Synthesis of 3,5-Disubstituted Indoles by Cyclization under Mild Conditions. Croatica Chemica Acta, 33 (2), 83-88. Preuzeto s https://hrcak.srce.hr/208444
MLA 8th Edition
Keglević, D ., et al. "The Synthesis of 3,5-Disubstituted Indoles by Cyclization under Mild Conditions." Croatica Chemica Acta, vol. 33, br. 2, 1961, str. 83-88. https://hrcak.srce.hr/208444. Citirano 25.02.2021.
Chicago 17th Edition
Keglević, D ., N. Stojanac i D. Desaty. "The Synthesis of 3,5-Disubstituted Indoles by Cyclization under Mild Conditions." Croatica Chemica Acta 33, br. 2 (1961): 83-88. https://hrcak.srce.hr/208444
Harvard
Keglević, D., Stojanac, N., i Desaty, D. (1961). 'The Synthesis of 3,5-Disubstituted Indoles by Cyclization under Mild Conditions', Croatica Chemica Acta, 33(2), str. 83-88. Preuzeto s: https://hrcak.srce.hr/208444 (Datum pristupa: 25.02.2021.)
Vancouver
Keglević D, Stojanac N, Desaty D. The Synthesis of 3,5-Disubstituted Indoles by Cyclization under Mild Conditions. Croatica Chemica Acta [Internet]. 1961 [pristupljeno 25.02.2021.];33(2):83-88. Dostupno na: https://hrcak.srce.hr/208444
IEEE
D. Keglević, N. Stojanac i D. Desaty, "The Synthesis of 3,5-Disubstituted Indoles by Cyclization under Mild Conditions", Croatica Chemica Acta, vol.33, br. 2, str. 83-88, 1961. [Online]. Dostupno na: https://hrcak.srce.hr/208444. [Citirano: 25.02.2021.]

Sažetak
3-Benzyloxy-6-fo~mylaminotoluene (III) could not be converted
by Madelung cyclization into the corresponding indole derivative.
It was found, that 4-aminobutanal diethyl acetal and p-benzyloxyphenylhydrazine hydrochloride cyclize into 5-benzyloxytryptamine hydrochloride (V) in 250/o acetic acid at 800 in 68° /o yield. Under these mild conditions a lso other 3,5-substituted indoles were obtained: 3-methyl-5-benzyloxyindole (VI), 3-ethyl-5-benzyloxyindole (VII), 5-methoxytryptamine picrate (VIII) and N'-acetyl-5-
methoxytryptamine (Melatonin, IX).

Hrčak ID: 208444

URI
https://hrcak.srce.hr/208444

Posjeta: 179 *