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
  • [21] Palladium-catalyzed Arsination Reactions and their Applications on the Synthesis of Arsine Ligands
    Uberman, Paula M.
    Martin, Sandra E.
    CURRENT ORGANIC CHEMISTRY, 2018, 22 (24) : 2394 - 2406
  • [22] The application of chiral ferrocene ligands in palladium-catalyzed asymmetric reactions
    Liu Zhende
    He Xuchang
    PROGRESS IN CHEMISTRY, 2006, 18 (11) : 1489 - 1497
  • [23] Palladium-catalyzed carbonylation of aryl tosylates and mesylates
    Munday, Rachel H.
    Martinelli, Joseph R.
    Buchwald, Stephen L.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (09) : 2754 - +
  • [24] Palladium-Catalyzed Carbonylation of Diols to Cyclic Carbonates
    Pearson, David M.
    Conley, Nicholas R.
    Waymouth, Robert M.
    ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (16) : 3007 - 3013
  • [25] Palladium-Catalyzed Asymmetric Dearomative Carbonylation of Indoles
    Li, Qiuyu
    Zhang, Yunchu
    Zeng, Yuye
    Fan, Yujing
    Lin, Aijun
    Yao, Hequan
    ORGANIC LETTERS, 2022, 24 (16) : 3033 - 3037
  • [26] Progress in Palladium-Catalyzed Asymmetric Carbonylation of Alkenes
    Xia, Jiuyun
    Yang, Dingqiao
    Long, Yuhua
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2011, 31 (05) : 593 - 602
  • [27] Palladium-Catalyzed Carbonylation of Azides and Mechanistic Studies
    Feng, Jiyao
    Zhang, Zhen
    Li, Xuefeng
    Zhang, Zhenhua
    SYNLETT, 2020, 31 (11) : 1040 - 1049
  • [28] Palladium-Catalyzed Regioselective Difluoroalkylation and Carbonylation of Alkynes
    Wang, Qang
    He, Yu-Tao
    Zhao, Jia-Hui
    Qiu, Yi-Feng
    Zheng, Lan
    Hu, Jing-Yuan
    Yang, Yu-Chen
    Liu, Xue-Yuan
    Liang, Yong-Min
    ORGANIC LETTERS, 2016, 18 (11) : 2664 - 2667
  • [29] Palladium-catalyzed carbonylation of aryl tosylates and mesylates
    Munday, Rachel H.
    Martinelli, Joseph R.
    Buchwald, Stephen L.
    Journal of the American Chemical Society, 2008, 130 (09): : 2754 - 2755
  • [30] Palladium-Catalyzed Carbonylation of Aryl Iodides with Sulfinamides
    Belfrage, Anna Karin
    Wakchaure, Prasad
    Larhed, Mats
    Sandstrom, Anja
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (32) : 7069 - 7074