Copper-Catalyzed Synthesis of β-Keto Sulfones from Enol Silyl Ether and Sodium Arylsulfinates

被引：0
|
作者：
Xu Li [1 ]
Lu Lanlan [1 ]
Wang Xiangshan [1 ]
机构：
[1] Jiangsu Normal Univ, Sch Chem & Mat Sci, Xuzhou 221116, Jiangsu, Peoples R China
来源：
CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 43卷 / 10期
关键词：
beta-keto sulfone; copper catalysis; enol silyl ether; sodium arylsulfinate; OXIDATIVE SULFONYLATION; SULFUR-DIOXIDE; KETOSULFONES; INHIBITORS; ACETATES; INSERTION;
D O I：
10.6023/cjoc202304029
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
beta-Keto sulfones are an important group of sulfur-containing compounds and intermediates for organic synthesis, which are widely used in the construction of natural products and various important organic compounds. A method for the rapid synthesis of beta-keto sulfones catalyzed by copper bromide from enol silyl ether and sodium arylsulfinates is developed, which has the advantages of simple operation, mild conditions and short reaction time.
引用
收藏
页码：3644 / 3651
页数：8
相关论文
共 43 条
  • [1] Visible-light-promoted syntheses of β-keto sulfones from alkynes and sulfonylhydrazides
    Cai, Shunyou
    Chen, Danling
    Xu, Yaohui
    Weng, Wen
    Li, Lihuang
    Zhang, Ruijie
    Huang, Mingqiang
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (18) : 4205 - 4209
  • [2] NH2OH-HCl-Mediated Umpolung α-Methylsulfonylation of α-Sulfonyl Ketones with Methylsulfoxides: Synthesis of α,β-Bis-sulfonyl Arylketones
    Chang, Meng-Yang
    Chen, Han-Yu
    Tsai, Yu-Lin
    [J]. ORGANIC LETTERS, 2019, 21 (06) : 1832 - 1836
  • [3] Palladium-mediated α-arylation of β-ketosulfones: application to the synthesis of functionalized sulfonyl phenanthrenes
    Chang, Meng-Yang
    Chen, Yi-Chia
    Chan, Chieh-Kai
    [J]. TETRAHEDRON, 2015, 71 (05) : 782 - 791
  • [4] One-Pot Access to Sulfonylmethyl Arylpyrroles via the Domino Aerobic Wacker-Type Aminocyclization/1,4-Sulfonyl Migration
    Chang, Meng-Yang
    Cheng, Yu-Chieh
    Lu, Yi-Ju
    [J]. ORGANIC LETTERS, 2014, 16 (23) : 6252 - 6255
  • [5] COOPER GK, 1976, TETRAHEDRON LETT, P4675
  • [6] Rapid synthesis of sulfone derivatives as potential anti-infectious agents
    Curti, C.
    Laget, M.
    Carle, A. Ortiz
    Gellis, A.
    Vanelle, P.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2007, 42 (06) : 880 - 884
  • [7] Efficient sulfonylation of ketones with sodium sulfinates for the synthesis of β-keto sulfones
    Deng, Siqi
    Liang, En
    Wu, Yinrong
    Tang, Xiaodong
    [J]. TETRAHEDRON LETTERS, 2018, 59 (44) : 3955 - 3957
  • [8] Advances in Oxosulfonylation Reaction
    Ghosh, Sumit
    Samanta, Sadhanendu
    Ghosh, Asim Kumar
    Neogi, Sukanya
    Hajra, Alakananda
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2020, 362 (21) : 4552 - 4578
  • [9] Synthesis of β-Keto Sulfones via Coupling of Aryl/Alkyl Halides, Sulfur Dioxide and Silyl Enolates through Metal-Free Photoinduced C-X Bond Dissociation
    Gong, Xinxing
    Ding, Yechun
    Fan, Xiaona
    Wu, Jie
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (17) : 2999 - 3004
  • [10] Photoredox-catalyzed sulfonylation of difluoroenoxysilanes with the insertion of sulfur dioxide
    He, Fu-Sheng
    Yao, Yanfang
    Xie, Wenlin
    Wu, Jie
    [J]. CHEMICAL COMMUNICATIONS, 2020, 56 (66) : 9469 - 9472
12345