rDeveiewsign and Development of Ligands for Palladium-Catalyzed Carbonylation Reactions

被引:56
|
作者
Fang, Weiwei [1 ]
Zhu, Haibo [1 ]
Deng, Qinyue [1 ]
Liu, Shuangliang [1 ]
Liu, Xiyu [1 ]
Shen, Yajing [1 ]
Tu, Tao [1 ]
机构
[1] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China
来源
SYNTHESIS-STUTTGART | 2014年 / 46卷 / 13期
基金
中国国家自然科学基金;
关键词
carbonylation; carbon monoxide; catalysts; ligands; palladium; N-HETEROCYCLIC CARBENES; CROSS-COUPLING REACTIONS; ATOM-TRANSFER CARBONYLATION; CHIRAL DIPHOSPHINE LIGAND; ONE-POT SYNTHESIS; ARYL HALIDES; CARBON-MONOXIDE; ATMOSPHERIC-PRESSURE; OXIDATIVE CARBONYLATION; HECK REACTION;
D O I
10.1055/s-0033-1338635
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The palladium-catalyzed carbonylation reaction remains a challenging and significant research field in organic chemistry, and has emerged as a powerful and straightforward protocol for the preparation of various bioactive carbonyl compounds under quite mild reaction conditions. The achievements in this area are correlated to the design and development of versatile ligands that not only facilitate the catalytic transformation, but also provide additional control over the selectivity of the reactions. In this context, a variety of rationally designed ligands with different electronic and steric properties have been synthesized and applied in palladium-catalyzed carbonylation reactions in recent decades. This review focuses mainly on the strategy of ligand design and the results obtained with representative ligands that have different s-donor properties in the intra-and intermolecular palladium-catalyzed carbonylation reactions of (pseudo) haloarenes with gaseous carbon monoxide and numerous types of nucleophiles. The current limitations and potential trends for further development of palladium-catalyzed carbonylation reactions are also highlighted.
引用
收藏
页码:1689 / 1708
页数:20
相关论文
共 50 条
  • [31] Recent progress in palladium-catalyzed carbonylation of alkynes
    Li, JH
    Jiang, HF
    Chen, MC
    Li, GP
    Chen, WQ
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2002, 22 (07) : 476 - 481
  • [32] Palladium-Catalyzed Multicomponent Carbonylation of Halides to Acylhydrazones
    Liang, Qianqian
    Gao, Shuo
    Hao, Wentao
    Zhang, Guoying
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (12): : 8537 - 8545
  • [33] Rapid progress in palladium-catalyzed reactions: Novel palladium-catalyzed reactions recently discovered
    Tsuji, J
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2005, 63 (05) : 539 - 550
  • [34] Development of palladium-catalyzed directed alkene difunctionalization reactions
    Moss, Stephen
    Xu, Lusha
    Michel, Brian
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249
  • [35] Mechanistic studies of palladium-catalyzed carbonylation reactions of nitro compounds to isocyanates, carbamates and ureas
    Ragaini, F.
    Cenini, S.
    Journal of Molecular Catalysis, A: Chemical, 1996, 109 (01):
  • [36] CO Surrogates: A Green Alternative in Palladium-Catalyzed CO Gas Free Carbonylation Reactions
    Khedkar, Mayur, V
    Khan, Shoeb R.
    Lambat, Trimurti L.
    Chaudhary, Ratiram G.
    Abdala, Ahmed A.
    CURRENT ORGANIC CHEMISTRY, 2020, 24 (22) : 2588 - 2600
  • [37] Novel chiral biferrocene ligands for palladium-catalyzed allylic substitution reactions
    Xiao, L
    Weissensteiner, W
    Mereiter, K
    Widhalm, M
    JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (07): : 2206 - 2214
  • [38] Oxaphosphole-Based Monophosphorus Ligands for Palladium-Catalyzed Amination Reactions
    Rodriguez, Sonia
    Qu, Bo
    Haddad, Nizar
    Reeves, Diana C.
    Tang, Wenjun
    Lee, Heewon
    Krishnamurthy, Dhileepkumar
    Senanayake, Chris H.
    ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (04) : 533 - 537
  • [39] Palladium-catalyzed oxidative dehydrogenative carbonylation reactions using carbon monoxide and mechanistic overviews
    Zhu, Can
    Liu, Jie
    Li, Man-Bo
    Backvall, Jan-E
    CHEMICAL SOCIETY REVIEWS, 2020, 49 (02) : 341 - 353
  • [40] Dialkylphosphinoimidazoles as new ligands for palladium-catalyzed coupling reactions of aryl chlorides
    Harkal, S
    Rataboul, F
    Zapf, A
    Fuhrmann, C
    Riermeier, T
    Monsees, A
    Beller, M
    ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (13-15) : 1742 - 1748