Nuclophilic Reaction upon Electron Deficient Pyridone Derivatives. XIII. Regiselective Synthesis of 2-substituted 3-Nitropyridines by One-Pot Reaction of Either 4-or 6- …

…, T Kawahara, M Eiraku, K Tani, N Nisiwaki…

文献索引：Tohda; Kawahara; Eiraku; Tani; Nisiwaki; Ariga Bulletin of the Chemical Society of Japan, 1994 , vol. 67, # 8 p. 2176 - 2186

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被引用次数: 6

摘要

A one-pot synthesis of 2-substituted 3-nitropyridines was developed by a ring transformation of 6-or 4-substituted 1-methyl-3, 5-dinitro-2-pyridones (2 or 3) with ammonia and enamines derived from ketones. Some intermediates having a 2, 6-diazabicyclo [3.3. 1] nonane skeleton were isolated from reactions of 3. The ring transformation proceeds via an addition- addition-elimination-elimination mechanism. Few competitive isomeric by-products, 4- ...