Ni/NHC-catalyzed cross-coupling of methyl sulfinates and amines for direct access to sulfinamides

被引：11
|
作者：
Li, Gang-Jian [1 ]
Pan, You-Lu [1 ]
Liu, Yan-Ling [1 ]
Xu, Hai-Feng [1 ]
Chen, Jian-Zhong [1 ]
机构：
[1] Zhejiang Univ, Coll Pharmaceut Sci, 866 Yuhangtang Rd, Hangzhou, Zhejiang, Peoples R China
来源：
TETRAHEDRON LETTERS | 2019年 / 60卷 / 46期
基金：
中国国家自然科学基金;
关键词：
Sulfinamide; Ni/NHC; Cross-coupling; Methyl sulfinates; ASYMMETRIC-SYNTHESIS; COMPLEXES;
D O I：
10.1016/j.tetlet.2019.151260
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
It was reported to develop a simple and convenient method for the Ni/NHC-catalyzed cross-coupling of methyl sulfinates and amines without an acid/base to afford secondary or tertiary sulfinamides in moderate to good yields. The method can provide the desired products with broad substrate scope, good chemoselectivity and good functional group compatibility. The presented approach may enrich the Nil NHC catalyst system and promote the applications of methyl sulfinates in the organic sulfur chemistry. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页数：5
相关论文
共 50 条
  • [1] Pd/NHC-catalyzed cross-coupling reactions of nitroarenes
    Kashihara, Myuto
    Zhong, Rong-Lin
    Semba, Kazuhiko
    Sakaki, Shigeyoshi
    Nakao, Yoshiaki
    CHEMICAL COMMUNICATIONS, 2019, 55 (63) : 9291 - 9294
  • [2] Copper-Catalyzed Sulfinyl Cross-Coupling Reaction of Sulfinamides
    Kou, Mengting
    Wei, Ziqiang
    Li, Zhen
    Xu, Bin
    ORGANIC LETTERS, 2022, 24 (46) : 8514 - 8519
  • [3] Construction of C(CO)-C(CO) Bond via NHC-Catalyzed Radical Cross-Coupling Reaction
    Yang, Hai-Bin
    Jin, Xiao-Fang
    Jiang, Hui-Ying
    Luo, Wenwei
    ORGANIC LETTERS, 2023, 25 (11) : 1829 - 1833
  • [4] Iron(III)-Catalyzed Radical Cross-Coupling of Thiols with Sodium Sulfinates: A Facile Access to Thiosulfonates
    Keshari, Twinkle
    Kapoorr, Ritu
    Yadav, Lal Dhar S.
    SYNLETT, 2016, 27 (12) : 1878 - 1882
  • [5] Modular Access to Chiral ?-(Hetero)aryl Amines via Ni/Photoredox-Catalyzed Enantioselective Cross-Coupling
    Shu, Xiaomin
    Zhong, De
    Lin, Yanmei
    Qin, Xiao
    Huo, Haohua
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2022, 144 (19) : 8797 - 8806
  • [6] Palladium-Catalyzed Intermolecular Desulfinylative Cross-Coupling of Heteroaromatic Sulfinates
    Sevigny, Stephane
    Forgione, Pat
    CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (07) : 2256 - 2260
  • [7] Formal Direct Cross-Coupling of Phenols with Amines
    Chen, Zhengwang
    Zeng, Huiying
    Girard, Simon A.
    Wang, Feng
    Chen, Ning
    Li, Chao-Jun
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (48) : 14487 - 14491
  • [8] Palladium-Catalyzed Cross-Coupling of Styrenes with Aryl Methyl Ketones in Ionic Liquids: Direct Access to Cyclopropanes
    Cotugno, Pietro
    Monopoli, Antonio
    Ciminale, Francesco
    Milella, Antonella
    Nacci, Angelo
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (49) : 13563 - 13567
  • [9] Montmorillonite-palladium-copper catalyzed cross-coupling of methyl acrylate with aryl amines
    Waterlot, C
    Couturier, D
    Rigo, B
    TETRAHEDRON LETTERS, 2000, 41 (03) : 317 - 319
  • [10] Pd/NHC-catalyzed arylsulfonylation of boronic acids: A general and direct protocol to access diarylsulfones
    Zhu, Haibo
    Yang, Liu
    Meng, Jia
    Xie, Zongbo
    Le, Zhang-Gao
    Tu, Tao
    TETRAHEDRON LETTERS, 2021, 63
12345