Visible-light-mediated sulfonylation of anilines with sulfonyl fluorides

被引:2
|
作者
Li, Xin-Qing [1 ]
Liao, Qian-Qian [2 ]
Lai, Jun [1 ]
Liao, Yuan-Yue [1 ]
机构
[1] Nanchang Univ, Ganzhou Peoples Hosp, Dept Pharm, Affiliated Ganzhou Hosp, Ganzhou 341000, Jiangxi Provinc, Peoples R China
[2] Peoples Hosp Guilin, Dept Pharm, Guilin, Peoples R China
来源
FRONTIERS IN CHEMISTRY | 2023年 / 11卷
关键词
sulfonylation; photoredox; radical; sulfonyl fluoride; aniline; SULFUR-DIOXIDE; ELECTROPHILES; CONVENIENT; DISCOVERY; POTENT; SUFEX;
D O I
10.3389/fchem.2023.1267223
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Sulfonylaniline motif plays an important role in pharmaceutical sciences. Developed methods towards this structure are typically lack of good modifiability and stability. In this study, visible-light-mediated sulfonylation of aniline using sulfonyl fluoride as a modifiable and stable sulfonylation reagent is described. A variety of substituted sulfonylanilines were synthesized under mild reaction conditions with moderate to good efficiency. The example of late-stage sulfonylation highlighted the advantage of using sulfonyl fluoride as a sulfonylation reagent. In addition, the crucial influence of counterions on the photocatalyst observed in this system would inspire further research on the photochemistry of sulfonyl fluoride.
引用
收藏
页数:7
相关论文
共 50 条
  • [21] Direct Sulfonylation of Alkenes with Sulfonyl Chlorides Employing Visible Light Photocatalyst
    Hosseini-Sarvari, Mona
    Keshavarz, Kimia
    CHEMISTRYSELECT, 2022, 7 (41):
  • [22] Visible-Light-Mediated Regioselective Chlorosulfonylation of Acrylamides
    Zurro, Mercedes
    Torres-Oya, Sergio
    Otarola, Guillermo G. G.
    Vaquero, Juan Jose
    Merino, Estibaliz
    SYNTHESIS-STUTTGART, 2023, 55 (11): : 1783 - 1791
  • [23] Visible-Light-Mediated Hydroxycarbonylation of Diazonium Salts
    Gosset, Cyrille
    Pellegrini, Sylvain
    Jooris, Romain
    Bousquet, Till
    Pelinski, Lydie
    ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (17) : 3401 - 3405
  • [24] Developments in visible-light-mediated copper photocatalysis
    Nicholls, Thomas P.
    Bissember, Alex C.
    TETRAHEDRON LETTERS, 2019, 60 (32)
  • [25] Visible-light-mediated conversion of alcohols to halides
    Dai, Chunhui
    Narayanam, Jagan M. R.
    Stephenson, Corey R. J.
    NATURE CHEMISTRY, 2011, 3 (02) : 140 - 145
  • [26] Visible-Light-Mediated Modification and Manipulation of Biomacromolecules
    Lechner, Vivian M.
    Nappi, Manuel
    Deneny, Patrick J.
    Folliet, Sarah
    Chu, John C. K.
    Gaunt, Matthew J.
    CHEMICAL REVIEWS, 2022, 122 (02) : 1752 - 1829
  • [27] Visible-Light-Mediated Access to Phosphate Esters
    Inial, Alya
    Morlet-Savary, Fabrice
    Lalevee, Jacques
    Gaumont, Annie-Claude
    Lakhdar, Sami
    ORGANIC LETTERS, 2020, 22 (11) : 4404 - 4407
  • [28] Visible-light-mediated conversion of alcohols to halides
    Dai C.
    Narayanam J.M.R.
    Stephenson C.R.J.
    Nature Chemistry, 2011, 3 (2) : 140 - 145
  • [29] Visible-Light-Mediated Synthesis of Trifluoromethylthiolated Arenes
    Ghiazza, Clement
    Monnereau, Cyrille
    Khrouz, Lhoussain
    Billard, Thierry
    Tlili, Anis
    SYNTHESIS-STUTTGART, 2019, 51 (14): : 2865 - 2870
  • [30] Visible-Light-Mediated Divergent Silylfunctionalization of Alkenes
    Zheng, Ming
    Hou, Jing
    Hua, Li-Li
    Tang, Wan-Ying
    Zhan, Le-Wu
    Li, Bin-Dong
    ORGANIC LETTERS, 2021, 23 (13) : 5128 - 5132