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- W2024249529 abstract "Abstract Acetylation of 3( l - threo -2,3,4-trihydroxy-1-phenylhydrazonobutyl)-2(1 H )-quinoxalinone derivaties ( 1a and 1c ) and of the d - erythro diastereomers ( 1b and 1d ), prepared from l -ascorbig acid and d -isoascorbic acid, respectively, and then treatment of the products ( 1h – 1k ) with methanolic ammonia gave enantiomeric 3-(2-acetamido-3,4-dihydroxy-1-phenylhydrazonobutyl)-2-(1 H )-quinoxalinone derivatives ( 3a – 3d ) with unidentified configuration at C-2′ via a stereoselective nocleophilic 1,4-addition reaction to the transiently formed phenylazoene groups. The quinoxalinone derivatives with a free NH-1 group (e.g., 3a and 3b ) were dehydrocyclised to give the corresponding acetamidodeoxypyrazolo-quinoxalines (flavazoles, 4a and 4b ). The phenyl group of the quinoxaline derivatives 1h – 1j could be nitrated selectively to give the corresponding p -nitrophenylhydrazones. 1f and 1g . Thermolysis of 1h afforded a pyrazolylquinoxaline derivative ( 2b )." @default.
- W2024249529 created "2016-06-24" @default.
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- W2024249529 date "1992-05-01" @default.
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- W2024249529 title "Addition and cyclisation reactions of sugar phenylhydrazone derivatives via a 1,4-elimination process: preparation of 3-(2-acetamido-1-phenylhydrazonobutyl)-2(1H)-quinoxalinone and 3-(1-acetamidopropyl)-pyrazolo[3,4-b]quinoxaline (flavazole) derivatives" @default.
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- W2024249529 doi "https://doi.org/10.1016/s0008-6215(00)90482-8" @default.
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