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One-pot synthesis of substituted pyrrolo[3,4-b]pyridine-4,5-diones based on the reaction of N-(1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-2-oxo-2-arylethyl)acetamide with amines.
Beilstein Journal of Organic Chemistry ( IF 2.2 ) Pub Date : 2019-11-25 , DOI: 10.3762/bjoc.15.277
Valeriya G Melekhina 1 , Andrey N Komogortsev 1 , Boris V Lichitsky 1 , Vitaly S Mityanov 1, 2 , Artem N Fakhrutdinov 1 , Arkady A Dudinov 1 , Vasily A Migulin 1 , Yulia V Nelyubina 3 , Elizaveta K Melnikova 3, 4 , Michail M Krayushkin 1
Affiliation  

The condensation of primary amines with N-(1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-2-oxo-2-arylethyl)acetamides was explored. Thus, a previously unknown recyclization of the starting material was observed in acidic ethanol in the presence of an amine, which provided the corresponding dihydropyrrolone derivative as the major reaction product. Based on this transformation, a practical and convenient one-pot synthetic method for substituted pyrrolo[3,4-b]pyridin-5-ones could be devised.

中文翻译:

基于N-(1-(4-羟基-6-甲基-2-氧-2-氧-2H-吡喃-3-)的反应一锅合成取代的吡咯并[3,4-b]吡啶-4,5-二酮酰基)-2-氧代-2-芳基乙基)乙酰胺与胺。

研究了伯胺与N-(1-(4-羟基-6-甲基-2-氧代-2-H-吡喃-3-基)-2-氧代-2-芳基乙基)乙酰胺的缩合。因此,在胺存在下在酸性乙醇中观察到原料的先前未知的再循环,这提供了相应的二氢吡咯烷酮衍生物作为主要反应产物。基于这种转化,可以设计出一种实用,方便的一锅合成吡咯并[3,4-b]吡啶-5-酮的方法。
更新日期:2019-11-26
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