Minimisation of palladium content in Suzuki cross-coupling reactions

被引:4
|
作者
Tye, Heather [1 ]
Whittaker, Mark [1 ]
Ramdeehul, Shailesh [1 ]
机构
[1] Evotec UK Ltd, Abingdon OX14 4RZ, Oxon, England
关键词
Suzuki reaction; palladium; biaryl; library; optimisation; design of experiments;
D O I
10.2174/138620706778700152
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
A protocol for conducting Suzuki reactions in a plate format amenable to use in library synthesis of biaryl compounds has been developed. A key objective was to determine reaction conditions which give biaryl products containing <10 ppm of Pd for a wide variety of building blocks. A Design of Experiments (DoE) approach for the identification of an optimised set of reaction conditions was successfully applied. The utility of the protocol developed has been demonstrated by preparation of an array of 96 biaryl compounds in a parallel fashion.
引用
收藏
页码:703 / 710
页数:8
相关论文
共 50 条
  • [31] Suzuki cross-coupling
    Macquarrie, D
    Dyson, P
    GREEN CHEMISTRY, 2000, 2 (05) : G91 - G91
  • [32] Chemoselective Suzuki Cross-Coupling Reactions of Chiral Pyrrolizines
    Lee, Hyo-Jun
    Cho, Chang-Woo
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2011, 32 (01) : 359 - 362
  • [33] Palladium supported on hydrotalcite as a catylyst for the Suzuki cross-coupling reaction
    Ruiz, JR
    Jiménez-Sanchidrián, C
    Mora, M
    TETRAHEDRON, 2006, 62 (12) : 2922 - 2926
  • [34] Cyclopropylboronic acid: synthesis and Suzuki cross-coupling reactions
    Wallace, DJ
    Chen, CY
    TETRAHEDRON LETTERS, 2002, 43 (39) : 6987 - 6990
  • [35] Palladium and Nickel Catalyzed Suzuki Cross-Coupling with Alkyl Fluorides
    Balaraman, Kaluvu
    Wolf, Christian
    ORGANIC LETTERS, 2021, 23 (22) : 8994 - 8999
  • [36] Suzuki cross-coupling reaction of fluorobenzene with heterogeneous palladium catalysts
    Ruiz, JR
    Jiménez-Sanchidrián, U
    Mora, M
    JOURNAL OF FLUORINE CHEMISTRY, 2006, 127 (03) : 443 - 445
  • [37] Suzuki cross-coupling reactions catalyzed by palladium complex of an inexpensive phosphinite, 2-diphenylphosphinoxynaphthyl
    Punji, Benudhar
    Ganesamoorthy, C.
    Balakrishna, Maravanji S.
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 259 (1-2) : 78 - 83
  • [38] Palladium-bearing intermetallic electride as an efficient and stable catalyst for Suzuki cross-coupling reactions
    Ye, Tian-Nan
    Lu, Yangfan
    Xiao, Zewen
    Li, Jiang
    Nakao, Takuya
    Abe, Hitoshi
    Niwa, Yasuhiro
    Kitano, Masaaki
    Tada, Tomofumi
    Hosono, Hideo
    NATURE COMMUNICATIONS, 2019, 10 (1)
  • [39] Palladium ethylthioglycolate modified silica - a new heterogeneous catalyst for Suzuki and Heck cross-coupling reactions
    Al-Hashimi, Mohammed
    Sullivan, Alice C.
    Wilson, John R. H.
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 273 (1-2) : 298 - 302
  • [40] Fluorous phase soluble palladium nanoparticles as recoverable catalysts for Suzuki cross-coupling and Heck reactions
    Moreno-Mañas, M
    Pleixats, R
    Villarroya, S
    ORGANOMETALLICS, 2001, 20 (22) : 4524 - 4528