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
  • [1] Recent advances in transition metal-catalyzed reactions of chloroquinoxalines: Applications in bioorganic chemistry
    Reddy, Gangireddy Sujeevan
    Kumar, Jetta Sandeep
    Thirupataiah, B.
    Bhuktar, Harshavardhan
    Shukla, Sharda
    Pal, Manojit
    BIOORGANIC CHEMISTRY, 2022, 129
  • [2] Recent advances in transition metal-catalyzed reactions of carbamoyl chlorides
    Shrestha, Mohini
    Wu, Xianqing
    Huang, Wenyi
    Qu, Jingping
    Chen, Yifeng
    ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (14): : 4024 - 4045
  • [3] Recent Advances in Metal-Catalyzed Decarboxylative Reactions of Vinyl Benzoxazinanones
    Tian, Ye
    Duan, Meibo
    Liu, Jialu
    Fu, Siyu
    Dong, Kuan
    Yue, Hao
    Hou, Yunlei
    Zhao, Yanfang
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (19) : 4461 - 4474
  • [4] Recent Advances and Perspectives of Transition Metal-Catalyzed Asymmetric Fluorination Reactions
    Chen, Chaohuang
    Fu, Liang
    Chen, Pinhong
    Liu, Guosheng
    CHINESE JOURNAL OF CHEMISTRY, 2017, 35 (12) : 1781 - 1788
  • [5] Recent Advances in Metal-Catalyzed Functionalization of Indoles
    Urbina, Kelvin
    Tresp, David
    Sipps, Karli
    Szostak, Michal
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (11) : 2723 - 2739
  • [6] Recent advances in palladium-catalyzed α-arylation reactions
    Swathy, Krishna Jeevakumari
    Saranya, Padinjare Veetil
    Anilkumar, Gopinathan
    APPLIED ORGANOMETALLIC CHEMISTRY, 2024, 38 (07)
  • [7] Recent Advances in Transition Metal-Catalyzed Synthesis of Guanidines
    Xu, Shuying
    Chen, Xiaojia
    Li, Jihui
    Xu, Wenrong
    Zhang, Yucang
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2016, 36 (09) : 1985 - 1993
  • [8] Recent advances in metal-catalyzed asymmetric conjugate additions
    Christoffers, Jens
    Koripelly, Girish
    Rosiak, Anna
    Roessle, Michael
    SYNTHESIS-STUTTGART, 2007, (09): : 1279 - 1300
  • [9] Metal-Catalyzed Routes to Dibenzodiazepines (DBDAs) and Structural Analogues: Recent Advances
    Aniban, Xaiza
    Mamidala, Srikanth
    Burke, Anthony J.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (47) : 6743 - 6753
  • [10] Recent Advances in Metal-Catalyzed C-P Bond Formation
    Glueck, David S.
    C-X BOND FORMATION, 2010, 31 : 65 - 100