Palladium Extraction Following Metal-Catalyzed Reactions: Recent Advances and Applications in the Pharmaceutical Industry

被引:29
|
作者
Economidou, Marina [1 ,2 ]
Mistry, Nisha [1 ]
Wheelhouse, Katherine M. P. [1 ]
Lindsay, David M. [2 ]
机构
[1] GSK, Drug Subst Dev, Stevenage SG1 2NY, England
[2] Univ Strathclyde, Dept Pure & Appl Chem, Glasgow G1 1XL, Scotland
关键词
catalysis; scavenging; palladium; extraction; CROSS-COUPLING REACTIONS; PRACTICAL SYNTHESIS; SCALE-UP; SCALABLE SYNTHESIS; REMOVAL; EFFICIENT; INHIBITOR; PERSPECTIVE; ANTAGONIST; PRODUCTS;
D O I
10.1021/acs.oprd.3c00210
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Palladium-catalyzed cross-coupling reactions are used extensively in the pharmaceutical industry. Therefore, the potential contamination of products with elemental impurities is an issue that any process chemist must consider in the design of a plant process. This is not only to meet regulatory limits, which is unequivocally the primary reason for metal scavenging, but also due to the high cost and limited supply of palladium, driving the need for recovery to recycle. This Review addresses the current approaches for palladium removal from organic solutions, with selected examples of their successful application in industrial-scale processes for pharmaceutical production. Palladium scavengers have been categorized based on their mode of action, i.e., adsorption, extraction/precipitation, and crystallization, to provide a summary of the current state-of-the-art in metal removal. Practical considerations when choosing metal removal methods are briefly discussed, illustrating their intrinsic advantages and drawbacks.
引用
收藏
页码:1585 / 1615
页数:31
相关论文
共 50 条
  • [31] Recent Advances in Transition-Metal-Catalyzed Reactions of N-Tosylhydrazones
    Radolko, Jan
    Ehlers, Peter
    Langer, Peter
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (15) : 3616 - 3654
  • [32] Recent Advances in Palladium-Catalyzed Cascade Cyclizations
    Vlaar, Tjostil
    Ruijter, Eelco
    Orru, Romano V. A.
    ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (06) : 809 - 841
  • [33] Recent Advances in Palladium-Catalyzed Isocyanide Insertions
    Collet, Jurrien W.
    Roose, Thomas R.
    Weijers, Bram
    Maes, Bert U. W.
    Ruijter, Eelco
    Orru, Romano V. A.
    MOLECULES, 2020, 25 (21):
  • [34] Advances in Direct Metal-Catalyzed Functionalization of Azobenzenes
    Long Nguyen, T. H.
    Gigant, Nicolas
    Joseph, Delphine
    ACS CATALYSIS, 2018, 8 (02): : 1546 - 1579
  • [35] Recent Advances in Transition Metal-Catalyzed C-Si Bond Cleavage of Silacyclobutanes
    Liu Min
    Qi Liping
    Zhao Dongbing
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2023, 43 (10) : 3508 - 3525
  • [36] Advances in Metal-Catalyzed Cross-Coupling Reactions of Halogenated Quinazolinones and Their Quinazoline Derivatives
    Mphahlele, Malose Jack
    Maluleka, Marole Maria
    MOLECULES, 2014, 19 (11) : 17435 - 17463
  • [37] Metal-Catalyzed Cross-Coupling Reactions for Ferrocene Functionalization: Recent Applications in Synthesis, Material Science and Asymmetric Catalysis
    Mamane, V.
    MINI-REVIEWS IN ORGANIC CHEMISTRY, 2008, 5 (04) : 303 - 312
  • [38] Recent Advances in Metal-Nanoparticle-Catalyzed Coupling Reactions Assisted by Microwave Irradiation
    Sako, Makoto
    Arisawa, Mitsuhiro
    SYNTHESIS-STUTTGART, 2021, 53 (19): : 3513 - 3521
  • [39] Recent Advances in Transition-Metal-Catalyzed Synthesis of Coumarins
    Priyanka
    Sharma, Rajesh Kumar
    Katiyar, Diksha
    SYNTHESIS-STUTTGART, 2016, 48 (15): : 2303 - 2322
  • [40] Metal-Catalyzed Multicomponent Reactions for the Synthesis of Polymers
    Kakuchi, Ryohei
    MULTI-COMPONENT AND SEQUENTIAL REACTIONS IN POLYMER SYNTHESIS, 2015, 269 : 1 - 15