A new class of easily activated palladium precatalysts for facile C-N cross-coupling reactions and the low temperature oxidative addition of aryl chlorides

被引:358
|
作者
Biscoe, Mark R. [1 ]
Fors, Brett P. [1 ]
Buchwald, Stephen L. [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
关键词
D O I
10.1021/ja801137k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new class of one-component Pd precatalysts bearing biarylphosphine ligands is described. These precatalysts are air- and thermally stable, are easily activated under normal reaction conditions at or below room temperature and ensure the formation of the highly active monoligated Pd(0) complex necessary for oxidative addition. The use of these precatalysts as a convenient source of LPd(0) in C-N cross-coupling reactions is explored. The reactivity that is demonstrated in this study is unprecedented in palladium chemistry.
引用
收藏
页码:6686 / +
页数:3
相关论文
共 50 条
  • [21] Recyclable palladium catalyst on grapheme oxide for the C-C/C-N cross-coupling reactions of heteroaromatic sulfonates
    Yang, Quanlu
    Quan, Zhengjun
    Wu, Shang
    Du, Baoxin
    Wang, Mingming
    Li, Peidong
    Zhang, Yinpan
    Wang, Xicun
    TETRAHEDRON, 2015, 71 (36) : 6124 - 6134
  • [22] Cu/Mn-Catalyzed C-N Cross-Coupling Reaction of Aryl Chlorides and Amines Promoted by a Polyamidoamine Dendrimer
    Ranjan, Archana
    Varma, Ajit
    Kumari, Sangeeta
    Joshi, Raj K.
    SYNLETT, 2022, 33 (11) : 1065 - 1070
  • [23] Palladium-imidazol-2-ylidene complexes as catalysts for facile and efficient Suzuki cross-coupling reactions of aryl chlorides with arylboronic acids
    Zhang, CM
    Huang, JK
    Trudell, ML
    Nolan, SP
    JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (11): : 3804 - 3805
  • [24] Copper-catalyzed C-N cross-coupling reactions for the preparation of aryl diamines applying mild conditions
    Costa, Marcio V.
    Viana, Gil M.
    de Souza, Thais M.
    Malta, Luiz Fernando B.
    Aguiar, Lucia C. S.
    TETRAHEDRON LETTERS, 2013, 54 (19) : 2332 - 2335
  • [25] Facile and convenient synthesis of aryl hydrazines via copper-catalyzed C-N cross-coupling of aryl halides and hydrazine hydrate
    Kurandina, Dania V.
    Eliseenkov, Eugene V.
    Ilyin, Petr V.
    Boyarskiy, Vadim P.
    TETRAHEDRON, 2014, 70 (26) : 4043 - 4048
  • [26] Gold-Catalyzed C-N Cross-Coupling Reactions of Aryl Iodides with Alkyl Nitriles or Silver Cyanate
    Liu, Hongyan
    Xu, Bo
    ORGANIC LETTERS, 2024, 26 (26) : 5430 - 5435
  • [27] Porous chitosan microspheres supported-palladium catalyst for the C-N cross-coupling of aryl halides with secondary amines
    Cheng, Kai
    Zeng, Minfeng
    Qi, Chenze
    JOURNAL OF CHEMICAL RESEARCH, 2013, (02) : 99 - 101
  • [28] Cu2O-Catalyzed Ullmann-type C-N cross-coupling reaction of carbazole and aryl chlorides
    Zhu, Baiyao
    Xiong, Wenfang
    Tan, Xiaobin
    Wu, Wanqing
    Jiang, Huanfeng
    TETRAHEDRON LETTERS, 2022, 109
  • [29] Polymer-supported copper complex for C-N and C-O cross-coupling reactions with aryl boronic acids
    Chiang, GCH
    Olsson, T
    ORGANIC LETTERS, 2004, 6 (18) : 3079 - 3082
  • [30] An Efficient Process for Pd-Catalyzed C-N Cross-Coupling Reactions of Aryl Iodides: Insight Into Controlling Factors
    Fors, Brett P.
    Davis, Nicole R.
    Buchwald, Stephen L.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (16) : 5766 - 5768