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Synthesis 2009(15): 2497-2500  
DOI: 10.1055/s-0029-1217391
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Ring-Opening/Recyclization Reactions of (Dimethylamino)propenoyl-Substituted Cyclopropanes: Facile Synthesis of Halogenated Pyridin-2(1H)-ones

Rui Zhang, Yang Zhou, Yongjiu Liang, Zijiang Jiang, Dewen Dong*
Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, P. R. of China
e-Mail: dwdong@ciac.jl.cn;
Further Information

Publication History

Received 25 February 2009
Publication Date:
08 June 2009 (online)

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Abstract

A facile and efficient synthesis of substituted pyridin-2(1H)-ones has been developed by the reaction of readily available 1-carbamoyl-1-[3-(dimethylamino)propenoyl]cyclopropanes with phosphoryl chloride or phosphorus tribromide in dichloromethane at room temperature.

Key words

cyclization - cyclopropanes - enaminones - pyridin-2(1H)-ones - ring opening

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