Palladium-Catalyzed Chelation-Assisted C-H Bond Halogenation: Selective Chlorination of 2-Arylpyridines with Acid Chlorides

被引:13
|
作者
Jafarpour, Farnaz [1 ]
Hazrati, Hamideh [1 ]
Zarei, Samaneh [1 ]
Izadidana, Sara [1 ]
机构
[1] Univ Tehran, Sch Chem, Coll Sci, Tehran 141556455, Iran
来源
SYNTHESIS-STUTTGART | 2014年 / 46卷 / 09期
基金
美国国家科学基金会;
关键词
aroyl chlorides; C-H activation; chlorination; palladium; 2-phenylpyridine; ORTHO-BROMINATION; COUPLING REACTIONS; DIRECTING-GROUP; ARYL CHLORIDES; FUNCTIONALIZATION; IODINATION; HALIDES; ARENES; ARYLATION; COORDINATION;
D O I
10.1055/s-0033-1340869
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Palladium-catalyzed chelation-assisted C-H bond halogenation of arenes using acid chlorides as chlorinating agents is reported. This method provides a monoselective, straightforward, and clean route for the construction of aryl chlorides as privileged motifs in organic transformations.
引用
收藏
页码:1224 / 1228
页数:5
相关论文
共 50 条
  • [21] Chelation-Assisted Palladium-Catalyzed Cascade Bromination/Cyanation Reaction of 2-Arylpyridine and 1-Arylpyrazole C-H Bonds
    Jia, Xiaofei
    Yang, Dongpeng
    Wang, Wenhui
    Luo, Fang
    Cheng, Jiang
    JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (24): : 9470 - 9474
  • [22] Palladium-Catalyzed Chelation-Assisted Aromatic C-H Nitration: Regiospecific Synthesis of Nitroarenes Free from the Effect of the Orientation Rules
    Zhang, Wei
    Lou, Shaojie
    Liu, Yunkui
    Xu, Zhenyuan
    JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (12): : 5932 - 5948
  • [23] Iron-Catalyzed C-C Bond Formation via Chelation-Assisted C-H Activation
    Yoshikai, Naohiko
    ISRAEL JOURNAL OF CHEMISTRY, 2017, 57 (12) : 1117 - 1130
  • [24] Palladium-Catalyzed Chelation-Assisted Aldehyde C-H Bond Activation of Quinoline-8-carbaldehydes: Synthesis of Amides from Aldehydes with Anilines and Other Amines
    Thakur, Dinesh Gopichand
    Rathod, Nileshkumar B.
    Patel, Sachinkumar D.
    Patel, Dharmik M.
    Patel, Raj N.
    Sonawane, Mahesh A.
    Ghosh, Subhash Chandra
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (02): : 1058 - 1063
  • [25] Palladium-catalyzed ortho-selective C–H bond chlorination of aromatic ketones
    Gang Shan
    Gui-Yi Huang
    Yu Rao
    Hui Zhang
    ChineseChemicalLetters, 2015, 26 (10) : 1236 - 1240
  • [26] Palladium-catalyzed alkenyl C-H bond sulfonylation reaction using organosulfonyl chlorides
    Xu, Yun-He
    Wang, Min
    Lu, Ping
    Loh, Teck-Peng
    TETRAHEDRON, 2013, 69 (22) : 4403 - 4407
  • [27] Chelation-Assisted Rhodium-Catalyzed Alkylation of a 1-Arylpyrazole C-H Bond with Cyclopropanols
    Ramachandran, Kuppan
    Anbarasan, Pazhamalai
    SYNLETT, 2023, 34 (07) : 868 - 872
  • [28] Cobalt-catalyzed multisubstituted allylation of the chelation-assisted C-H bond of (hetero)arenes with cyclopropenes
    Ramachandran, Kuppan
    Anbarasan, Pazhamalai
    CHEMICAL SCIENCE, 2021, 12 (40) : 13442 - 13449
  • [29] Palladium catalyzed direct ortho C-H acylation of 2-arylpyridines using toluene derivatives as acylation reagents
    Xu, Zhipeng
    Xiang, Biao
    Sun, Peipei
    RSC ADVANCES, 2013, 3 (06) : 1679 - 1682
  • [30] Chelation-Assisted Iron-Catalyzed C-H Activations: Scope and Mechanism
    Mo, Jiayu
    Messinis, Antonis M.
    Li, Jinlian
    Warratz, Svenja
    Ackermann, Lutz
    ACCOUNTS OF CHEMICAL RESEARCH, 2023, 57 (01) : 10 - 22