Recent developments in palladium-catalyzed C-S bond formation

被引:106
|
作者
Li, Jianxiao [1 ]
Yang, Shaorong [1 ]
Wu, Wanqing [1 ]
Jiang, Huanfeng [1 ]
机构
[1] South China Univ Technol, Sch Chem & Chem Engn, Key Lab Funct Mol Engn Guangdong Prov, Guangzhou 510640, Peoples R China
基金
中国国家自然科学基金;
关键词
SULFENYLATED CARBONYL-COMPOUNDS; CROSS-COUPLING REACTION; SULFUR-DIOXIDE; BORONIC ACIDS; STEREOSELECTIVE ADDITION; DIRECTED SULFENYLATION; PROPARGYLIC ALCOHOLS; EFFICIENT SYNTHESIS; CASCADE ANNULATION; TERMINAL ALKYNES;
D O I
10.1039/d0qo00377h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Transition metal-catalyzed C-S bond formation reactions have attracted considerable attention in the recent years. In this regard, palladium-catalyzed C-S bond formation is typically attractive because it can effectively assemble structurally diverse unsymmetrical aryl sulfides and functionalized sulfones under mild conditions with high regioselectivities. In this review, palladium-catalyzed C-S bond formation reactions are summarized and discussed in detail with the focus on sulfenylation and sulfonylation reactions involving aryl/heteroaryl C-H bonds, alkynes, aryl halides, electron-rich benzoic acid derivatives, arylhydrazines, and organosilicon reagents. Some representative synthetic strategies and their transformation application along with reaction mechanisms are also highlighted.
引用
收藏
页码:1395 / 1417
页数:23
相关论文
共 50 条
  • [31] Palladium-catalyzed C-S bond activation and functionalization of 3-sulfenylindoles and related electron-rich heteroarenes
    Li, Jianxiao
    An, Yanni
    Li, Jiawei
    Yang, Shaorong
    Wu, Wanqing
    Jiang, Huanfeng
    ORGANIC CHEMISTRY FRONTIERS, 2017, 4 (08): : 1590 - 1594
  • [32] Palladium-catalyzed C-C bond formation from β-chloroacroleins in aqueous media
    Hesse, S
    Kirsch, G
    SYNTHESIS-STUTTGART, 2001, (05): : 755 - 758
  • [33] Palladium-catalyzed decarboxylative C-C bond formation of secondary benzyl electrophiles
    Mendis, Shehani
    Tunge, Jon
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249
  • [34] Recent Developments in C-S, C-Se Bond Formation via Three-Component Reactions of Alkynes
    Wang, Zhan-Yong
    Feng, Guipeng
    Jiang, Xiaoying
    Xue, Hanyue
    Xu, Qing
    Xia, Ran
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 27 (46)
  • [35] Gold-catalyzed C-S bond formation from thiols
    Jean, Mickael
    Renault, Jacques
    van de Weghe, Pierre
    Asao, Naoki
    TETRAHEDRON LETTERS, 2010, 51 (02) : 378 - 381
  • [36] Copper cluster complex-catalyzed C-S bond formation
    Liao, Nien-Chi Chang
    Basha, R. Sidick
    Shih, Bo-Hao
    Liu, Chia-Chun
    Wang, Miao-Han
    Lin, Po-Heng
    Lee, Chin-Fa
    CATALYSIS SCIENCE & TECHNOLOGY, 2024, 14 (22) : 6609 - 6620
  • [37] AN UNPRECEDENTED PALLADIUM-CATALYZED CARBON METAL BOND FORMATION
    STERZO, CL
    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1992, (12): : 1989 - 1990
  • [38] Recent Developments on Palladium-Catalyzed Carbonylation Reactions in Renewable Solvents
    de Albuquerque, Danilo Y.
    Teixeira, Wystan K. O.
    Narayanaperumal, Senthil
    Schwab, Ricardo S.
    JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2022, 33 (07) : 637 - 663
  • [39] Palladium-catalyzed cyanation of aryl halides: Recent developments and perspectives
    Sundermeier, M
    Zapf, A
    Beller, M
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2003, (19) : 3513 - 3526
  • [40] Recent Developments in Palladium-Catalyzed Asymmetric Intermolecular Heck Reaction
    Li Hao
    Ding Changhua
    Xu Bin
    Hou Xuelong
    ACTA CHIMICA SINICA, 2014, 72 (07) : 765 - 770