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Potential Non-Steroidal Estrogens and Antiestrogens, I Synthesis of Some 7 -Methoxy-2-(1H)-quinolone Derivatives

Fatma A. A. El-Mariah ; Chemistry Department, University College jor Girls, Ain-Shams University, Heliopolis, Cairo, A. R. Egypt
Thomas Kappe ; Institut fur Organische Chemie, Karl-Franzens-Universitat, Graz, Austria

Puni tekst: engleski, pdf (3 MB) str. 171-176 preuzimanja: 104* citiraj
APA 6th Edition
El-Mariah, F.A.A. i Kappe, T. (1986). Potential Non-Steroidal Estrogens and Antiestrogens, I Synthesis of Some 7 -Methoxy-2-(1H)-quinolone Derivatives. Croatica Chemica Acta, 59 (1), 171-176. Preuzeto s https://hrcak.srce.hr/177586
MLA 8th Edition
El-Mariah, Fatma A. A. i Thomas Kappe. "Potential Non-Steroidal Estrogens and Antiestrogens, I Synthesis of Some 7 -Methoxy-2-(1H)-quinolone Derivatives." Croatica Chemica Acta, vol. 59, br. 1, 1986, str. 171-176. https://hrcak.srce.hr/177586. Citirano 24.06.2021.
Chicago 17th Edition
El-Mariah, Fatma A. A. i Thomas Kappe. "Potential Non-Steroidal Estrogens and Antiestrogens, I Synthesis of Some 7 -Methoxy-2-(1H)-quinolone Derivatives." Croatica Chemica Acta 59, br. 1 (1986): 171-176. https://hrcak.srce.hr/177586
Harvard
El-Mariah, F.A.A., i Kappe, T. (1986). 'Potential Non-Steroidal Estrogens and Antiestrogens, I Synthesis of Some 7 -Methoxy-2-(1H)-quinolone Derivatives', Croatica Chemica Acta, 59(1), str. 171-176. Preuzeto s: https://hrcak.srce.hr/177586 (Datum pristupa: 24.06.2021.)
Vancouver
El-Mariah FAA, Kappe T. Potential Non-Steroidal Estrogens and Antiestrogens, I Synthesis of Some 7 -Methoxy-2-(1H)-quinolone Derivatives. Croatica Chemica Acta [Internet]. 1986 [pristupljeno 24.06.2021.];59(1):171-176. Dostupno na: https://hrcak.srce.hr/177586
IEEE
F.A.A. El-Mariah i T. Kappe, "Potential Non-Steroidal Estrogens and Antiestrogens, I Synthesis of Some 7 -Methoxy-2-(1H)-quinolone Derivatives", Croatica Chemica Acta, vol.59, br. 1, str. 171-176, 1986. [Online]. Dostupno na: https://hrcak.srce.hr/177586. [Citirano: 24.06.2021.]

Sažetak
Reaction of 4-hydroxy-7-methoxy-2(lH)-quinolone (1) with
iodosobenzenes, prepared in situ from the dichloroiodo compounds
2a,b, afforded the iodoniumylides 3a,b in good yields. Their thermal
rearrangement produced the 3-iodo-4-aryloxy-quinolones 4a,b.
Reductive -deiodinatton of 4a,b gave the corresponding arylethers
5a,b. By photocyclization 4a as well as 5a yielded the benzofuro-
-quinolone 6a (4b or 5b could not be cyclized to 6b). Acid catalyzed
»transylidation« of the iodonium-ylides 3a,b with triphenylphosphane,
pyridine and isoquinoline as nucleophiles produced the
corresponding P- and N-ylides 8, 9a,b, respectively. The pyridinium-
(9a) and isoquinolinium-ylid (9b) were also prepared from
the 3-chloro-4-hydroxy-2-quinolone 7a, which in turn could be
obtained by the action of hydrochloric acid on 3a,b (7b was obtained
by careful reaction of HBr with 3a).

Hrčak ID: 177586

URI
https://hrcak.srce.hr/177586

Posjeta: 198 *