934000-16-5Relevant articles and documents
Cu(I)-Catalyzed Alkynylation of Quinolones
Maestro, Aitor,Lemaire, Sebastien,Harutyunyan, Syuzanna R.
supporting information, p. 1228 - 1231 (2022/02/14)
Herein we report the first alkynylation of quinolones with terminal alkynes under mild reaction conditions. The reaction is catalyzed by Cu(I) salts in the presence of a Lewis acid, which is essential for the reactivity of the system. The enantioselective version of this transformation has also been explored, and the methodology has been applied in the synthesis of the enantioenriched tetrahydroquinoline alkaloid cuspareine.
Microwave-assisted synthesis of fluoroquinolones and their nucleosides as inhibitors of HIV integrase
Adams, Martina M.,Bats, Jan W.,Nikolaus, Nadja V.,Witvrouw, Myriam,Debyser, Zeger,Engels, Joachim W.
, p. 978 - 990 (2008/09/18)
Six fluoroquinolone ribonucleosides were synthesized by using microwave irradiation starting from fluoroanilines. In most cases the microwave application proved superior in time and yield, especially the one step decarboxylation of the carboxyquinolone esters 3a-3c and the Vorbrueggen glycosylation. The former led to the new type of fluoroquinolone ribosides 8a-8c. Compound 8c in the crystal structure showed C3′-endo and anti conformation. The nucleosides were examined, but found inactive against the replication of HIV-1(IIIB) in cell culture, while they were toxic for the cells at a 50% cytotoxic concentration ranging from 31 to >125 μg/ml. But measurements of the inhibitory effects against HIV-1 integrase enzymatic activity showed an interesting activity for compound 8c.
