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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 shu

[5C+1N]Annulation: A Facile Synthetic Strategy Toward Substituted Pyridin-4(1H)-ones

OUYANG Yan ^a ,
ZHANG Rui ^b ,
HE Xiaoyan ^a ,
HUANG Jie ^b ,
ZHANG Yuemei ^a ,
DONG Dewen ^b,c,,

1.
a College of Chemistry and Biological Sciences, Yili Normal University, Yining 835000, China;
2.
b Green Chemistry and Process Laboratory, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China;
3.
c Changzhou Institute of Energy Storage Materials & Devices, Chinese Academy of Sciences, Changzhou 213000, China

Corresponding author: DONG Dewen,
Received Date: 11 April 2012
Available Online: 18 May 2012
Fund Project: 吉林省科技发展计划(201205027)资助项目 (201205027)伊犁师范学院科研计划(2007ZD11) (2007ZD11)

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%).
- aza-heterocycles,
- α-(N,N-dimethylamino)-alkenoyl ketene-S,S-acetals,
- [5C+1N] annulation,
- pyridin-4(1H)-ones
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