Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (12): 4749-4757.DOI: 10.6023/cjoc202109050 Previous Articles     Next Articles

ARTICLES

亚磺酸钠盐和芳基乙酮/茚酮合成β-酮砜

刘丽a, 肖洪a, 肖福红a,b,*(), 谢艳军b, 黄华文a,*(), 邓国军a   

  1. a 湘潭大学绿色有机合成与应用湖南省重点实验室 湖南湘潭 411105
    b 湖南工程学院环境催化与废弃物再生化湖南省重点实验室 湖南湘潭 411104
  • 收稿日期:2021-09-30 修回日期:2021-11-05 发布日期:2021-11-09
  • 通讯作者: 肖福红, 黄华文
  • 作者简介:
    † 共同第一作者
  • 基金资助:
    国家自然科学基金(21871226); 国家自然科学基金(21502160); 国家自然科学基金(21572194); 湖南省教育厅优秀青年(19B564)

Synthesis of β-Ketosulfone from Sodium Sulfinate and Aryl Ethyl Ketone/Indanone

Li Liua, Hong Xiaoa, Fuhong Xiaoa,b(), Yanjun Xieb, Huawen Huanga(), Guojun Denga   

  1. a Hunan Key Laboratory of Green Organic Synthesis and Application, Xiangtan University, Xiangtan, Hunan 411105
    b Hunan Key Laboratory of Environmental Catalysis and Waste Rebiochemistry, Hunan Institute of Engineering, Xiangtan, Hunan 411104
  • Received:2021-09-30 Revised:2021-11-05 Published:2021-11-09
  • Contact: Fuhong Xiao, Huawen Huang
  • About author:
    † These authors contributed equally to this work.
  • Supported by:
    National Natural Science Foundation of China(21871226); National Natural Science Foundation of China(21502160); National Natural Science Foundation of China(21572194); Scientific Research Fund of Hunan Provincial Education Department(19B564)

An efficient and convenient strategy for the preparation of β-ketosulfone via C—H bond functionalization with sodium sulfite and aryl ethyl ketone/indenone under metal-free condition has been reported. The method has simple operation steps, mild reaction conditions and good functional group compatibility. The reaction enables the direct formation of C(sp3)—H into C—S bonds, thereby avoiding the use of strong oxidants and prefunctionalization of substrates. The β-ketosulfone compounds can be transformed as intermediates in organic synthesis.

Key words: sodium sulfintes, β-keto sulfones, C—H functionalization, C—S bond, transition metal-free