引用本文:
欧阳艳, 张睿, 何晓燕, 黄杰, 张月梅, 董德文. [5C+1N]成环反应:吡啶-4(1H)酮类化合物的一种简便合成方法[J]. 应用化学,
2012, 29(9): 1011-1016.
doi:
10.3724/SP.J.1095.2012.20146
Citation: OUYANG Yan, ZHANG Rui, HE Xiaoyan, HUANG Jie, ZHANG Yuemei, DONG Dewen. [5C+1N]Annulation: A Facile Synthetic Strategy Toward Substituted Pyridin-4(1H)-ones[J]. Chinese Journal of Applied Chemistry, 2012, 29(9): 1011-1016. doi: 10.3724/SP.J.1095.2012.20146
Citation: OUYANG Yan, ZHANG Rui, HE Xiaoyan, HUANG Jie, ZHANG Yuemei, DONG Dewen. [5C+1N]Annulation: A Facile Synthetic Strategy Toward Substituted Pyridin-4(1H)-ones[J]. Chinese Journal of Applied Chemistry, 2012, 29(9): 1011-1016. doi: 10.3724/SP.J.1095.2012.20146
[5C+1N]成环反应:吡啶-4(1H)酮类化合物的一种简便合成方法
摘要:
用N,N-二甲基丙烯酰基二硫缩烯酮类化合物2与各种脂肪胺类化合物3在N,N-二甲基甲酰胺溶剂中60℃条件下,氮乙烯基发生分子内的亲核取代反应,通过[5C+1N]成环反应,合成了系列吡啶-4(1H)酮类化合物4,产率在75%~95%之间。
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关键词:
- 含氮杂环化合物
- / N,N-二甲基丙烯酰基二硫缩烯酮
- / [5C+1N]成环反应
- / 吡啶-4(1H)酮
English
[5C+1N]Annulation: A Facile Synthetic Strategy Toward Substituted Pyridin-4(1H)-ones
Abstract:
A facile synthesis of substituted pyridin-4(1H)-ones from readily available α-(i>N,N-dimethylamino)-alkenoyl ketene-S,S-acetals and aliphatic amines has been developed.Substituted pyridin4(1H)-ones were synthesized via a formal[5C+1N]annulation of α-(N,N-dimethylamino)-alkenoyl keteneS,S-acetals in N,N-dimethylformamide at 60℃.An intramolecular aza-nucleophilic vinyl substitution reaction occurs to give the corresponding pyridin-4(1H)-ones in high yields(75%~95%).
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