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Synthesis 2008(21): 3411-3414  
DOI: 10.1055/s-0028-1083168
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Facile One-Pot Synthesis of Substituted Pyridine-2,4(1H,3H)-diones from Acyl(carbamoyl)ketene S,S-Acetals

Yunhui Lia, Wenliang Lia,b, Rui Zhangb, Yang Zhoub, Dewen Dong*b
a School of Chemistry and Environmental Engineering, Changchun University of Science and Technology, Changchun 130022, P. R. of China
b Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022, P. R. of China
Fax: +86(431)85098635; e-Mail: dwdong@ciac.jl.cn;
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Publication History

Received 26 June 2008
Publication Date:
16 October 2008 (online)

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Abstract

A facile and efficient one-pot synthesis of substituted pyridine-2,4(1H,3H)-diones has been developed. Subjected to N,N-dimethylformamide dimethyl acetal (DMFDMA) in N,N-dimethylformamide at 120 ˚C, a series of acyl(carbamoyl)ketene S,S-acetals were converted into the corresponding substituted pyridine-2,4(1H,3H)-diones in high yields.

Key words

annulation - N,N-dimethylformamide dimethyl acetal - Michael addition - α-oxoketene S,S-acetals - pyridine-2,4(1H,3H)-diones

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