Cobalt-catalyzed divergent functionalization of N-sulfonyl amines via β-carbon elimination

被引:0
|
作者
Lun Xu [1 ,2 ]
Hang Shi [2 ,3 ]
机构
[1] Department of Chemistry,Zhejiang University
[2] Key Laboratory of Precise Synthesis of Functional Molecules of Zhejiang Province,School of Science,Westlake University
[3] Institute of Natural Sciences,Westlake Institute for Advanced Study
关键词
D O I
暂无
中图分类号
O621.251 [];
学科分类号
070303 ; 081704 ;
摘要
This article demonstrates a catalytic method for C(aryl)–C(alkyl) bond functionalization of N-sulfonyl amines. A cobalt(III)catalyst was used to cleave the C–C bond via β-carbon elimination, providing a metallacycle intermediate. Subsequent allylation,amidation, or alkenylation of the intermediate led to divergent conversions in the presence of diverse coupling partners. when the coupling partner was a diene, an insertion-type functionalization was realized with an exclusive 1,3-regioselectivity, in which both of the fragments derived from N-sulfonyl amines were utilized.
引用
收藏
页码:2214 / 2218
页数:5
相关论文
共 50 条
  • [1] Cobalt-catalyzed divergent functionalization of N-sulfonyl amines via β-carbon elimination
    Lun Xu
    Hang Shi
    Science China Chemistry, 2022, 65 : 2214 - 2218
  • [2] Cobalt-catalyzed divergent functionalization of N-sulfonyl amines via β-carbon elimination
    Xu, Lun
    Shi, Hang
    SCIENCE CHINA-CHEMISTRY, 2022, 65 (11) : 2214 - 2218
  • [3] Cobalt-catalyzed divergent functionalization of N-sulfonyl amines via β-carbon elimination
    Lun Xu
    Hang Shi
    Science China(Chemistry) , 2022, (11) : 2214 - 2218
  • [4] Merging Cobalt-Catalyzed C-H Activation with the Mannich Reaction: A Modular Approach to α-Substituted N-Sulfonyl Amines
    Olu-Igbiloba, Oluwaseun A.
    Sitzmann, Helmut
    Manolikakes, Georg
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (10): : 6903 - 6914
  • [5] Cobalt-Catalyzed Three-Component Synthesis of α-Substituted N-Sulfonyl Amines via C(sp2)-H Bond Activation
    Olu-Igbiloba, Oluwaseun A.
    Sitzmann, Helmut
    Manolikakes, Georg
    SYNTHESIS-STUTTGART, 2025, 57 (05): : 1015 - 1024
  • [6] Cobalt-catalyzed condensation of sulfonyl azides with o-diisocyanoarenes and anilines: a new approach to N-sulfonyl guanidines
    Fang, Yue
    Yang, Jin-Ming
    Zhang, Rong
    Wang, Shun-Yi
    Ji, Shun-Jun
    ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (19) : 3383 - 3386
  • [7] Ni-catalyzed hydroalkylation of olefins with N-sulfonyl amines
    Yan, Xiao-Biao
    Li, Lun
    Wu, Wen-Qiang
    Xu, Lun
    Li, Ke
    Liu, Yu-Cheng
    Shi, Hang
    NATURE COMMUNICATIONS, 2021, 12 (01)
  • [8] Ni-catalyzed hydroalkylation of olefins with N-sulfonyl amines
    Xiao-Biao Yan
    Lun Li
    Wen-Qiang Wu
    Lun Xu
    Ke Li
    Yu-Cheng Liu
    Hang Shi
    Nature Communications, 12
  • [9] Enantioselective Synthesis of β-Methyl Amines via Iridium-Catalyzed Asymmetric Hydrogenation of N-Sulfonyl Allyl Amines
    Cabre, Albert
    Verdaguer, Xavier
    Riera, Antoni
    ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (18) : 4196 - 4200
  • [10] Iridium-Catalyzed Isomerization of N-Sulfonyl Aziridines to Allyl Amines
    Cabre, Albert
    Sciortino, Giuseppe
    Ujaque, Gregori
    Verdaguer, Xavier
    Lledos, Agusti
    Riera, Antoni
    ORGANIC LETTERS, 2018, 20 (18) : 5747 - 5751