Synthesis of Polysubstituted 2,3-Dihydropyridin-4(1H)-one in Water

doi:10.6023/cjoc202207032

Abstract

For the first time, the aqueous [5C＋1N] annulation of α-alkenoyl ketene dithioacetals and amines for the synthesis of polysubstituted 2,3-dihydropyridin-4(1H)-ones was developed. In boiling water, [5C＋1N] annulation of (E)-2-(bis(ethyl- thio)methylene)-3-oxo-N,5-diarylpent-4-enamides 1 and organic amines 2 smoothly occurred, and polysubstituted 2,3-dihydropyridin-4(1H)-ones 3 was obtained in moderate yields.

Key words: aqueous reaction, ketene dithioacetals, amines, pyridinones

Cite this article

Wei Wang, Zheyu Zhang, Xue Zhang, Haifeng Yu, Hui Luo, Dongyue Huo, Yupeng Xu, Xiaobo Zhao. Synthesis of Polysubstituted 2,3-Dihydropyridin-4(1H)-one in Water[J]. Chinese Journal of Organic Chemistry, 2023, 43(2): 742-750.

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多取代2,3-二氢-4-吡啶酮的水相合成