Synthesis of 6-Nitroderivatives of Oxazolo[3,2-a]-pyridines and Their Reactions with Nucleophiles
5-Nitro-2-pyridone can be selectively N-phenacylated, and the resulting phenacylpyridones I undergo cyclization to 6-nitrooxazolo[3,2-a]pyridinium salts II. These salts II readily react with ammonia and aliphatic amines leading to the products of pyridine ring opening - previously unknown 1-amino-2-...
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MDPI AG
2003-06-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/8/6/460/ |
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doaj-475f236d70ff4503a4ee3855fcfcd0952020-11-24T22:29:48ZengMDPI AGMolecules1420-30492003-06-018646046610.3390/80600460Synthesis of 6-Nitroderivatives of Oxazolo[3,2-a]-pyridines and Their Reactions with NucleophilesEugene V. BabaevAlexander A. Bush5-Nitro-2-pyridone can be selectively N-phenacylated, and the resulting phenacylpyridones I undergo cyclization to 6-nitrooxazolo[3,2-a]pyridinium salts II. These salts II readily react with ammonia and aliphatic amines leading to the products of pyridine ring opening - previously unknown 1-amino-2-nitro-4-(oxazole-2-yl)butadienes-1,3. Reaction of salts II with water lead to hydrolytic cleavage of the oxazole fragment.http://www.mdpi.com/1420-3049/8/6/460/5-Nitro-2-pyridoneoxazolo[32-a]pyridinebutadienenitrodieneaminodieneoxazolyldiene |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Eugene V. Babaev Alexander A. Bush |
| spellingShingle |
Eugene V. Babaev Alexander A. Bush Synthesis of 6-Nitroderivatives of Oxazolo[3,2-a]-pyridines and Their Reactions with Nucleophiles Molecules 5-Nitro-2-pyridone oxazolo[3 2-a]pyridine butadiene nitrodiene aminodiene oxazolyldiene |
| author_facet |
Eugene V. Babaev Alexander A. Bush |
| author_sort |
Eugene V. Babaev |
| title |
Synthesis of 6-Nitroderivatives of Oxazolo[3,2-a]-pyridines and Their Reactions with Nucleophiles |
| title_short |
Synthesis of 6-Nitroderivatives of Oxazolo[3,2-a]-pyridines and Their Reactions with Nucleophiles |
| title_full |
Synthesis of 6-Nitroderivatives of Oxazolo[3,2-a]-pyridines and Their Reactions with Nucleophiles |
| title_fullStr |
Synthesis of 6-Nitroderivatives of Oxazolo[3,2-a]-pyridines and Their Reactions with Nucleophiles |
| title_full_unstemmed |
Synthesis of 6-Nitroderivatives of Oxazolo[3,2-a]-pyridines and Their Reactions with Nucleophiles |
| title_sort |
synthesis of 6-nitroderivatives of oxazolo[3,2-a]-pyridines and their reactions with nucleophiles |
| publisher |
MDPI AG |
| series |
Molecules |
| issn |
1420-3049 |
| publishDate |
2003-06-01 |
| description |
5-Nitro-2-pyridone can be selectively N-phenacylated, and the resulting phenacylpyridones I undergo cyclization to 6-nitrooxazolo[3,2-a]pyridinium salts II. These salts II readily react with ammonia and aliphatic amines leading to the products of pyridine ring opening - previously unknown 1-amino-2-nitro-4-(oxazole-2-yl)butadienes-1,3. Reaction of salts II with water lead to hydrolytic cleavage of the oxazole fragment. |
| topic |
5-Nitro-2-pyridone oxazolo[3 2-a]pyridine butadiene nitrodiene aminodiene oxazolyldiene |
| url |
http://www.mdpi.com/1420-3049/8/6/460/ |
| work_keys_str_mv |
AT eugenevbabaev synthesisof6nitroderivativesofoxazolo32apyridinesandtheirreactionswithnucleophiles AT alexanderabush synthesisof6nitroderivativesofoxazolo32apyridinesandtheirreactionswithnucleophiles |
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1725743122292408320 |