Molecules 2003, 8(6), 460-466; doi:10.3390/80600460
Article

Synthesis of 6-Nitroderivatives of Oxazolo[3,2-a]-pyridines and Their Reactions with Nucleophiles

Alexander A. Bush and Eugene V. Babaev* email
Chemistry Department, Moscow State University, Moscow 119899, Russia
* Author to whom correspondence should be addressed.
Received: 13 May 2003; in revised form: 17 June 2003 / Accepted: 17 June 2003 / Published: 30 June 2003
(This article belongs to the Special Issue Selected Papers from the Second Eurasian Meeting on Heterocyclic Chemistry: Heterocycles in Organic and Combinatorial Chemistry)
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Abstract: 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.
Keywords: 5-Nitro-2-pyridone; oxazolo[3; 2-a]pyridine; butadiene; nitrodiene; aminodiene; oxazolyldiene

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Cite This Article

MDPI and ACS Style

Bush, A.A.; Babaev, E.V. Synthesis of 6-Nitroderivatives of Oxazolo[3,2-a]-pyridines and Their Reactions with Nucleophiles. Molecules 2003, 8, 460-466.

AMA Style

Bush AA, Babaev EV. Synthesis of 6-Nitroderivatives of Oxazolo[3,2-a]-pyridines and Their Reactions with Nucleophiles. Molecules. 2003; 8(6):460-466.

Chicago/Turabian Style

Bush, Alexander A.; Babaev, Eugene V. 2003. "Synthesis of 6-Nitroderivatives of Oxazolo[3,2-a]-pyridines and Their Reactions with Nucleophiles." Molecules 8, no. 6: 460-466.

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