A general and efficient method for the palladium-catalyzed cross-coupling of thiols and secondary phosphines

被引：403
|
作者：
Murata, M [1 ]
Buchwald, SL [1 ]
机构：
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
来源：
TETRAHEDRON | 2004年 / 60卷 / 34期
关键词：
palladium catalysis; thiol cross-coupling; phosphine cross-coupling;
D O I：
10.1016/j.tet.2004.05.044
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The general and efficient cross-coupling of thiols with aryl halides was developed utilizing Pd(OAC)(2)/1,1'-bis(diisopropylphosphino)ferrocene as the catalyst. The substrate scope is broad and includes a variety of aryl bromides and chlorides, which can be coupled to aliphatic and aromatic thiols. This catalyst system has the widest substrate scope of any reported to date. The present catalyst system also enables the palladium-catalyzed coupling of secondary phosphines with aryl bromides and chlorides. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7397 / 7403
页数：7
相关论文
共 50 条
  • [41] Palladium-Catalyzed Direct Dialkenylation of Cage BH Bonds in o-Carboranes through Cross-Coupling Reactions
    Lyu, Hairong
    Quan, Yangjian
    Xie, Zuowei
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (36) : 10623 - 10626
  • [42] Palladium-Catalyzed Reductive Cross-Coupling of Propargyl Acetates with Aryl Iodides Involving the Insertion of SO2
    Zhang Qian
    Ying Yaolu
    Zhang Hongyin
    Xu Linbo
    Lin Xinkui
    Huang Xiaolei
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2024, 44 (06) : 2033 - 2040
  • [43] Palladium-catalyzed decarboxylative cross-coupling of 3-pyridyl and 4-pyridyl carboxylates with aryl bromides
    Chennamaneni, Lohitha Rao
    William, Anthony D.
    Johannes, Charles W.
    TETRAHEDRON LETTERS, 2015, 56 (11) : 1293 - 1296
  • [44] Palladium-catalyzed Suzuki-Miyaura cross-coupling with α-aminophosphonates based on 1,3,4-oxadiazole as ligands
    Hkiri, Shaima
    Touil, Soufiane
    Samarat, Ali
    Semeril, David
    COMPTES RENDUS CHIMIE, 2022, 25 : 53 - 65
  • [45] Preparation of pyridine-3,4-diols, their crystal packing and their use as precursors for palladium-catalyzed cross-coupling reactions
    Lechel, Tilman
    Bruedgam, Irene
    Reissig, Hans-Ulrich
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2010, 6
  • [46] Silylcarboxylic Acids as Bifunctional Reagents: Application in Palladium-Catalyzed External-CO-Free Carbonylative Cross-Coupling Reactions
    Li, Xiong
    Xu, Jie
    Li, Yue
    Kramer, Soren
    Skrydstrup, Troels
    Lian, Zhong
    ADVANCED SYNTHESIS & CATALYSIS, 2020, 362 (19) : 4078 - 4083
  • [47] Direct synthesis of H-aryl and H-heteroarylphosphinic esters via palladium-catalyzed cross-coupling of alkylphosphinates
    Huang, ZH
    Bravo-Altamirano, K
    Montchamp, JL
    COMPTES RENDUS CHIMIE, 2004, 7 (8-9) : 763 - 768
  • [48] A new palladium catalyzed protocol for atom-efficient cross-coupling reactions of triarylbismuths with aryl halides and triflates
    Rao, Maddali L. N.
    Jadhav, Deepak N.
    Banerjee, Debasis
    TETRAHEDRON, 2008, 64 (24) : 5762 - 5772
  • [49] Pd2(dba)3/Xantphos-catalyzed cross-coupling of thiols and aryl bromides/triflates
    Mispelaere-Canivet, C
    Spindler, JF
    Perrio, S
    Beslin, P
    TETRAHEDRON, 2005, 61 (22) : 5253 - 5259
  • [50] Palladium(II)-Catalyzed Cross-Coupling of Diazo Compounds and Isocyanides to Access Ketenimines
    Liu, Zhaohong
    Cao, Shanshan
    Wu, Jiayi
    Zanoni, Giuseppe
    Sivaguru, Paramasivam
    Bi, Xihe
    ACS CATALYSIS, 2020, 10 (21) : 12881 - 12887
12345