I2-mediated sulfonylation and Na2SO3-mediated deacylation: a general protocol for the synthesis of β-keto sulfones and β-dicarbonyl sulfones

Wen-Chao Gao; Jin-Jin Zhao; Fei Hu; Hong-Hong Chang; Xing Li; Wen-Long Wei

doi:10.1039/C5RA03826J

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I₂-mediated sulfonylation and Na₂SO₃-mediated deacylation: a general protocol for the synthesis of β-keto sulfones and β-dicarbonyl sulfones†

Wen-Chao Gao,*^a Jin-Jin Zhao,^a Fei Hu,^a Hong-Hong Chang,*^a Xing Li^a and Wen-Long Wei^a

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* Corresponding authors

^a College of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan, P. R. China
E-mail: gaowenchao@tyut.edu.cn, changhonghong@tyut.edu.cn
Fax: +86-0351-6018534

Abstract

A general method for constructing both β-keto sulfones and β-dicarbonyl sulfones has been developed. β-Dicarbonyl sulfones were formed by iodine mediated α-sulfonylation of β-dicarbonyl compounds, and β-keto sulfones were prepared from β-dicarbonyl compounds by iodine mediated sulfonylation and sodium sulfinate mediated C–C bond cleavage in a one-pot procedure.

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Article information

DOI: https://doi.org/10.1039/C5RA03826J
Article type: Paper
Submitted: 09 Feb 2015
Accepted: 04 Mar 2015
First published: 04 Mar 2015

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RSC Adv., 2015,5, 25222-25228

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I₂-mediated sulfonylation and Na₂SO₃-mediated deacylation: a general protocol for the synthesis of β-keto sulfones and β-dicarbonyl sulfones

W. Gao, J. Zhao, F. Hu, H. Chang, X. Li and W. Wei, RSC Adv., 2015, 5, 25222 DOI: 10.1039/C5RA03826J

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