Catalyst- and solvent-free hydrosulfonylation of alkenes with sulfinates enabling green synthesis of β-sulfonyl amides

被引:0
|
作者
Luo, Dan [1 ]
Wang, Qian [1 ]
Mei, Haibo [1 ]
Han, Jianlin [1 ]
机构
[1] Nanjing Forestry Univ, Coll Chem Engn, Jiangsu Coinnovat Ctr Efficient Proc & Utilizat Fo, Nanjing 210037, Peoples R China
基金
中国国家自然科学基金;
关键词
Hydrosulfonylation reaction; Solvent-free; Sodium sulfinates; beta-sulfonyl amides; Alkenes;
D O I
10.1016/j.tet.2025.134632
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient hydrosulfonylation reaction of alkenes with sodium sulfinates as Michael donors has been developed, which affords (3-sulfonyl amides as products with up to 99 % yield. This reaction was conducted under mild conditions without the need of any catalyst, in particular, no solvent was needed for this transformation. This reaction represents the first example of hydrosulfonylation reaction with sodium sulfinates under neat conditions. Moreover, this reaction features wide range of structurally diverse alkenes and sodium sulfinates, which provides a green and valuable strategy for the synthesis of (3-sulfonyl amides.
引用
收藏
页数:8
相关论文
共 50 条
  • [21] Solvent-free and catalyst-free direct alkylation of alkenes
    Li, Meng-Yao
    Li, Jiatong
    Gu, Ao
    Nong, Xiao-Mei
    Zhai, Shuyang
    Yue, Zhu-Ying
    Feng, Chen-Guo
    Liu, Yingbin
    Lin, Guo-Qiang
    GREEN CHEMISTRY, 2023, 25 (18) : 7073 - 7078
  • [22] Catalyst- and Solvent-Free Synthesis of α-Amino Polyfluoroalkylphosphonates from Bis(fluoroalkyl) Phosphonates and Aldimines
    Arbuzova, Svetlana N.
    Gusarova, Nina K.
    Kazantseva, Tatyana I.
    Verkhoturova, Svetlana I.
    Zinchenko, Sergey V.
    Kolyvanov, Nikita A.
    Trofimov, Boris A.
    SYNTHESIS-STUTTGART, 2020, 52 (10): : 1531 - 1540
  • [23] Catalyst-Free Visible Light-Driven Hydrosulfonylation of Alkenes and Alkynes with Sulfonyl Chlorides in Water
    Xia, Xi-Rui
    Du, Juan
    Zhang, Yu-Xing
    Jiang, Hong
    Cheng, Wan-Min
    CHEMSUSCHEM, 2024, 17 (22)
  • [24] Catalyst- and solvent-free aminolysis of the asymmetric derivatives of Evans' chiral N-acyloxazolidinones: enantioselective synthesis of chiral amides and its applications
    Lu, Hui-Rong
    Geng, Hui
    Ding, Guan-Tian
    Huang, Pei-Qiang
    GREEN CHEMISTRY, 2022, 24 (11) : 4405 - 4413
  • [25] Catalyst- and Solvent-Free Stereoselective Addition of Secondary Phosphine Chalcogenides to Alkynes
    Artem'ev, Alexander V.
    Malysheva, Svetlana F.
    Gusarova, Nina K.
    Belogorlova, Nataliya A.
    Shagun, Vladimir A.
    Albanov, Alexander I.
    Trofimov, Boris A.
    SYNTHESIS-STUTTGART, 2015, 47 (02): : 263 - 271
  • [26] Catalyst- and solvent-free ipso-hydroxylation of arylboronic acids to phenols
    Yang, Xiufang
    Jiang, Xulu
    Wang, Weitao
    Yang, Qi
    Ma, Yangmin
    Wang, Kuan
    RSC ADVANCES, 2019, 9 (59) : 34529 - 34534
  • [27] Green and catalyst-free synthesis of aminoanthraquinone derivatives in solvent-free conditions
    Sardashti-Birjandi, Arezoo
    Mollashahi, Ebrahim
    Maghsoodlou, Malek Taher
    Yazdani-Elah-Abadi, Afshin
    RESEARCH ON CHEMICAL INTERMEDIATES, 2021, 47 (09) : 3597 - 3608
  • [28] Green and catalyst-free synthesis of aminoanthraquinone derivatives in solvent-free conditions
    Arezoo Sardashti-Birjandi
    Ebrahim Mollashahi
    Malek Taher Maghsoodlou
    Afshin Yazdani-Elah-Abadi
    Research on Chemical Intermediates, 2021, 47 : 3597 - 3608
  • [29] A catalyst- and solvent-free protocol for the sustainable synthesis of fused 4H-pyran derivatives
    Khan, Md Musawwer
    Shareef, Sumbulunnisan
    Saigal
    Sahoo, Subash C.
    RSC ADVANCES, 2019, 9 (45) : 26393 - 26401
  • [30] Aluminum hydrogen sulfate as a green catalyst for the solvent-free synthesis of pyrazolopyridines
    M. Nikpassand
    L. Zare Fekri
    Russian Journal of General Chemistry, 2015, 85 : 1179 - 1183