Palladium catalyzed Suzuki-Miyaura (SM) and Buchwald – Hartwig (BH) cross-coupling reactions of some phenoxazines are reported. The precursor 9,11-diamino-6-chloro-7-oxa-8,10,12-triaza-benzo [a] anthracen-5-one was prepared by anhydrous base mediated reaction of 2,5,6-triamino-pyrimidin-4-ol and 2,3-dichloro-1,4-naphthoquinone in methanol. The molecular structures of the synthesized compounds agreed with UV/visible, FT-IR, 1H-NMR, MS and elemental analysis data. Using Ciprofloxacin and Ketoconazole as reference drugs, the compounds were screened against six (6) micro-organisms, viz: Listeria ivanovii, Staphylococcus aureus, Klebsiellapneumoniae, Escherichia coli, Candida albicans and Aspergillusnigerand were found to show significant activity against L.ivanovii and E. coli bacteria.
Palladium-catalyzed Buchwald-Hartwig aminations of various quinolinequinone derivatives give excellent yields of novel 6-arylamino derivatives of the disubstituted quinolinequinones and 3-arylamino derivatives of the corresponding naphthoquinones. The precursor quinolinequinones are prepared in a three-step sequence from 8-hydroxyquinoline. The transition-metal-catalyzed arylations of 6,7-dibromo-5,8-quinolinequinone, 6,7-dichloro-5,8-quinolinequinone and 2,3-dichloro-1,4-naphthoquinone are reported for the first time and offer fast and easy access to their derivatives.