Formation of β-Lactones by [2+2] Cycloaddition of Dichloroketene with Unreactive Carbonyl Compounds

Xu Dong , Chunxia Zhang , Jian Xu , Yue Zhang , Ying Zhao , Li Chen

Chemical Research in Chinese Universities ›› 2018, Vol. 34 ›› Issue (5) : 736 -743.

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Chemical Research in Chinese Universities ›› 2018, Vol. 34 ›› Issue (5) : 736 -743. DOI: 10.1007/s40242-018-8088-z
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Formation of β-Lactones by [2+2] Cycloaddition of Dichloroketene with Unreactive Carbonyl Compounds

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Abstract

We report a modified process that dichloroketene generated in situ from trichloroacetyl chloride and Zn powder reacts with unreactivate carbonyl groups to afford dichloro-β-lactones in moderate to good yields. Subse-quently, monochloro-β-lactones, β-lactones and β-hydroxy ester are obtained by dechlorination under different reac-tion conditions.

Keywords

Dichloroketene / Unreactive carbonyl group / β-Lactone / [2+2] Cycloaddition

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Xu Dong, Chunxia Zhang, Jian Xu, Yue Zhang, Ying Zhao, Li Chen. Formation of β-Lactones by [2+2] Cycloaddition of Dichloroketene with Unreactive Carbonyl Compounds. Chemical Research in Chinese Universities, 2018, 34(5): 736-743 DOI:10.1007/s40242-018-8088-z

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