AlCl-mediated heteroarylation-cyclization strategy: one-pot synthesis of fused quinoxalines containing the central core of Lamellarin D

An inexpensive, practical and one-pot method has been developed for the synthesis of quinoxalines fused with pyrano[3,4- b ]indole, the central core of Lamellarin D. The methodology involved construction of the central pyranone ring via an AlCl 3 -mediated heteroarylation-cyclization method. A numbe...

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Veröffentlicht in:RSC advances 2016-05, Vol.6 (54), p.48324-48328
Hauptverfasser: Kumar, K. Shiva, Meesa, Siddi Ramulu, Rajesham, Bandari, Bhasker, Boyapally, Ashfaq, Mohd Ashraf, Khan, Aleem Ahmed, Rao, Sagurthi Someswar, Pal, Manojit
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Zusammenfassung:An inexpensive, practical and one-pot method has been developed for the synthesis of quinoxalines fused with pyrano[3,4- b ]indole, the central core of Lamellarin D. The methodology involved construction of the central pyranone ring via an AlCl 3 -mediated heteroarylation-cyclization method. A number of compounds were prepared using this methodology, some of which were converted to the corresponding indol-3-ylquinoxaline derivatives. Several of the pyrano[3,4- b ]indole fused quinoxalines showed promising growth inhibition of cervical and lung cancer cells and good interactions with topoisomerase I in silico . Pyrano[3,4- b ]indole fused quinoxalines were synthesized via an AlCl 3 -mediated heteroarylation-cyclization method as potential anticancer agents.
ISSN:2046-2069
DOI:10.1039/c6ra07507j