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Rongalite-promoted synthesis of β-keto sulfones via radical cascade reaction

Min-xiao Xu 1
Min-xiao Xu
, 
Kai-Ming Zhang 1, 2
Kai-Ming Zhang
1 Jiangsu Police Institute, Nanjing, P.R. China
10.1016/j.mencom.2022.09.019
Published 2022-09-05
Communication , Volume 32, Issue 5, 627-628
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Xu M., Zhang K. Rongalite-promoted synthesis of β-keto sulfones via radical cascade reaction // Mendeleev Communications. 2022. Vol. 32. No. 5. pp. 627-628.
GOST all authors (up to 50) Copy
Xu M., Zhang K. Rongalite-promoted synthesis of β-keto sulfones via radical cascade reaction // Mendeleev Communications. 2022. Vol. 32. No. 5. pp. 627-628.
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TY - JOUR
DO - 10.1016/j.mencom.2022.09.019
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.09.019
TI - Rongalite-promoted synthesis of β-keto sulfones via radical cascade reaction
T2 - Mendeleev Communications
AU - Xu, Min-xiao
AU - Zhang, Kai-Ming
PY - 2022
DA - 2022/09/05
PB - Mendeleev Communications
SP - 627-628
IS - 5
VL - 32
ER -
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@article{2022_Xu,
author = {Min-xiao Xu and Kai-Ming Zhang},
title = {Rongalite-promoted synthesis of β-keto sulfones via radical cascade reaction},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.09.019},
number = {5},
pages = {627--628},
doi = {10.1016/j.mencom.2022.09.019}
}
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MLA Copy
Xu, Min-xiao, and Kai-Ming Zhang. “Rongalite-promoted synthesis of β-keto sulfones via radical cascade reaction.” Mendeleev Communications, vol. 32, no. 5, Sep. 2022, pp. 627-628. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.09.019.

Keywords

alkenes
aryl halides
radical cascade
rongalite
sodium metabisulfite
β-keto sulfones

Abstract

Direct arylsulfonylation of arylethenes with aryl iodides and sodium metabisulfite to access β-keto sulfones is described. In this reaction, rongalite (sodium hydroxymethanesulfinate) and sodium metabisulfite serve as the radical promoter and the sulfur dioxide surrogate, respectively.

References

1.
β-Keto sulfones: preparation and application in organic synthesis
Markitanov Y.M., Timoshenko V.M., Shermolovich Y.G.
Journal of Sulfur Chemistry, 2013
2.
Rapid synthesis of sulfone derivatives as potential anti-infectious agents
Curti C., Laget M., Carle A.O., Gellis A., Vanelle P.
European Journal of Medicinal Chemistry, 2007
4.
Synthesis and biological evaluation of sulfonamidooxazoles and β-keto sulfones: selective inhibitors of 11β-hydroxysteroid dehydrogenase type I
Xiang J., Ipek M., Suri V., Massefski W., Pan N., Ge Y., Tam M., Xing Y., Tobin J.F., Xu X., Tam S.
Bioorganic and Medicinal Chemistry Letters, 2005
10.
Preparation of .beta.-keto sulfones from [(phenylsulfonyl)methylene]dilithium and acid chlorides
Thomsen M.W., Handwerker B.M., Katz S.A., Belser R.B.
Journal of Organic Chemistry, 1988
11.
Recent advances in the synthesis and applications of β-keto sulfones: new prospects for the synthesis of β-keto thiosulfones
Jannapu Reddy R., Haritha Kumari A., Kumar J.J.
Organic and Biomolecular Chemistry, 2021
13.
Fixation of sulfur dioxide into small molecules
Liu G., Fan C., Wu J.
Organic and Biomolecular Chemistry, 2015
14.
10.1016/j.mencom.2022.09.019_b0070
Liu
Chem. – Asian J.
20.
Functionalization of Alkynes and Alkenes Using a Cascade Reaction Approach: Synthesis of β-Keto Sulfones under Metal-free Conditions
Kumar M., Ahmed R., Singh M., Sharma S., Thatikonda T., Singh P.P.
Journal of Organic Chemistry, 2019
21.
10.1016/j.mencom.2022.09.019_b0105
Modern Arylation Methods, 2009