Palladium-catalyzed synthesis of N-aryl- and N-heteroaryl-aza-crown ethers via cross-coupling reactions of aryl- and heteroaryl bromides with aza-crown ethers

被引:0
|
作者
Witulski, B [1 ]
机构
[1] Univ Kaiserslautern, Fachbereich Chem, D-67663 Kaiserslautern, Germany
关键词
crown ether; palladium; cross-coupling reaction; amination reaction; bipyridyl; macrocycles; supramolecular chemistry;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Palladium(0)-catalyzed cross-coupling reactions of electron deficient aryl- and heteroaryl bromides with aza-crown ethers of various ring sizes are described. The catalyst system Pd(OAc)(2)/PPh3 gave best results for cross coupling reactions of macrocyclic aza-crown ethers with electron poor aryl bromides.
引用
收藏
页码:1223 / 1226
页数:4
相关论文
共 50 条
  • [41] SYNTHESIS OF BETA-ARYL SUBSTITUTED PORPHYRINS BY PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS
    CHAN, KS
    ZHOU, X
    LUO, BS
    MAK, TCW
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (03) : 271 - 272
  • [42] Synthesis of aryldifluoromethyl aryl ethers via nickel-catalyzed suzuki cross-coupling between aryloxydifluoromethyl bromides and boronic acids
    Lu, Heng
    Xiao, Ruo-Xuan
    Shi, Chang-Yun
    Song, Zi-Lan
    Lin, Hou-Wen
    Zhang, Ao
    COMMUNICATIONS CHEMISTRY, 2022, 5 (01)
  • [43] Synthesis of aryldifluoromethyl aryl ethers via nickel-catalyzed suzuki cross-coupling between aryloxydifluoromethyl bromides and boronic acids
    Heng Lu
    Ruo-Xuan Xiao
    Chang-Yun Shi
    Zi-Lan Song
    Hou-Wen Lin
    Ao Zhang
    Communications Chemistry, 5
  • [44] Palladium-catalyzed sequential one-pot reaction of aryl bromides with O-homoallylhydroxylamines:: synthesis of N-aryl-β-amino alcohols
    Peng, Jinsong
    Jiang, Dahong
    Lin, Wenqing
    Chen, Yuanwei
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2007, 5 (09) : 1391 - 1396
  • [45] Pd-catalyzed Cross-Coupling of α-(Acyloxy)-tri-n-butylstannanes with Alkenyl, Aryl, and Heteroaryl Electrophiles
    Goli, Mohan
    He, Anyu
    Felck, J. R.
    ORGANIC LETTERS, 2011, 13 (02) : 344 - 346
  • [46] Synthesis of Trifluorostyrene Derivatives by Palladium-Catalyzed Cross-Coupling of Lithium Trimethoxy(trifluorovinyl)borate with Aryl Bromides
    Duric, Sasa
    Schmidt, Bernd M.
    Ninnemann, Nina M.
    Lentz, Dieter
    Tzschucke, C. Christoph
    CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (02) : 437 - 441
  • [47] New aryl/heteroaryl C-N bond cross-coupling reactions via arylboronic acid cupric acetate arylation
    Lam, PYS
    Clark, CG
    Saubern, S
    Adams, J
    Winters, MP
    Chan, DMT
    Combs, A
    TETRAHEDRON LETTERS, 1998, 39 (19) : 2941 - 2944
  • [48] Synthesis of single geometric isomers of oxime ethers through palladium-catalyzed cross-coupling reactions
    Bordelon, Amber
    Flowers, Patrick
    Rhodus, Jessica
    Pandey, Arjun
    Lanier, Megan
    Dinser, Jordan
    Dolliver, Debra D.
    McKim, Artie S.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [49] Palladium-Catalyzed Dehydrogenation Cross-Coupling Reactions of Hydrosilanes: Facile Synthesis of Silanols and Silyl Ethers
    Zhang, Lianji
    Wu, Yujuan
    Wang, Cuiping
    Zhao, Yuhui
    Wei, Wanguo
    Zhang, Zhiqiang
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2025, 14 (01)
  • [50] Palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of potassium 2-pyridyl trifluoroborate with aryl (heteroaryl) halides
    Ren, Wei
    Li, Jingya
    Zou, Dapeng
    Wu, Yangjie
    Wu, Yusheng
    TETRAHEDRON, 2012, 68 (05) : 1351 - 1358