Palladium-and/or Copper-Catalyzed Cross-Coupling Reactions of Paramagnetic Vinyl Bromides and Iodides

被引：6
|
作者：
Ur, Gyorgyi [1 ]
Fekete, Gergely Gulyas [2 ]
Jeko, Jozsef [3 ]
Hideg, Kalman [1 ]
Kalai, Tamas [1 ,4 ]
机构：
[1] Univ Pecs, Inst Organ & Med Chem, Szigeti St 12, H-7624 Pecs, Hungary
[2] Univ Pecs, Inst Pharmacognosy, Rokus St 2, H-7624 Pecs, Hungary
[3] Univ Nyiregyhaza, Dept Chem, Sostoi St 31-B, H-4440 Nyiregyhaza, Hungary
[4] Szentagothai Res Ctr, Ifjusag St 20, H-7624 Pecs, Hungary
来源：
SYNTHESIS-STUTTGART | 2017年 / 49卷 / 16期
关键词：
cross-coupling reactions; free radicals; pyridines; pyrimidines; sulfonamides; SPIN-LABELED PROTEINS; NITROXIDES; NITROXYLS; RADICALS; BLOCK; ACID;
D O I：
10.1055/s-0036-1589034
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of new 3-substituted-4-iodo-(2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yl) oxidanyl compounds is synthesized to achieve NH2- and SH-specific spin labels. The new vinyl iodides are tested in Sonogashira and Buchwald-Hartwig cross-coupling reactions to produce a paramagnetic beta-amino acid ester, pyrroline nitroxide-condensed heterocycles, including a paramagnetic a, alpha,alpha'-dipyridyl ligand and a spin-labeled sulfonamide.
引用
收藏
页码：3740 / 3748
页数：9
相关论文
共 50 条
  • [1] Palladium-catalyzed cross-coupling reactions of paramagnetic vinyl bromides and paramagnetic boronic acids
    Kálai, T
    Jekö, J
    Berente, Z
    Hideg, K
    SYNTHESIS-STUTTGART, 2006, 3 (03): : 439 - 446
  • [2] Copper-catalyzed cross-coupling of aryl acetylenes and vinyl iodides
    Venkataraman, D
    Bates, CG
    Saejueng, P
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 227 : U118 - U118
  • [3] Copper-Catalyzed Decarboxylative Cross-Coupling of Potassium Polyfluorobenzoates with Aryl Iodides and Bromides
    Shang, Rui
    Fu, Yao
    Wang, Yan
    Xu, Qing
    Yu, Hai-Zhu
    Liu, Lei
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (49) : 9350 - 9354
  • [4] Copper-Catalyzed Cross-Coupling of Aryl- and Heteroaryltriethoxysilanes with Aryl and Heteroaryl Iodides and Bromides
    Gurung, Santosh K.
    Thapa, Surendra
    Shrestha, Bijay
    Giri, Ramesh
    SYNTHESIS-STUTTGART, 2014, 46 (14): : 1933 - 1937
  • [5] Copper-catalyzed cross-coupling of sulfonamides with aryl iodides and bromides facilitated by amino acid ligands
    Deng, W
    Liu, L
    Zhang, C
    Liu, M
    Guo, QX
    TETRAHEDRON LETTERS, 2005, 46 (43) : 7295 - 7298
  • [6] Palladium-catalyzed cross-coupling reactions of heterocyclic silanolates with substituted aryl iodides and bromides
    Denmark, SE
    Baird, JD
    ORGANIC LETTERS, 2006, 8 (04) : 793 - 795
  • [7] Copper-Catalyzed Carbonylative Cross-Coupling of Alkyl Iodides and Amines
    Ling, Johanne
    Bruneau-Voisine, Antoine
    Journot, Guillaume
    Evano, Gwilherm
    CHEMISTRY-A EUROPEAN JOURNAL, 2022, 28 (44)
  • [8] Copper-catalyzed cross-coupling of diethyl phosphonate with aryl iodides
    N. B. Karlstedt
    I. P. Beletskaya
    Russian Journal of Organic Chemistry, 2011, 47 : 1011 - 1014
  • [9] Copper-catalyzed cross-coupling of diethyl phosphonate with aryl iodides
    Karlstedt, N. B.
    Beletskaya, I. P.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 47 (07) : 1011 - 1014
  • [10] Palladium-catalyzed Negishi cross-coupling reactions of unactivated alkyl iodides, bromides, chlorides, and tosylates
    Zhou, JR
    Fu, GC
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (41) : 12527 - 12530
12345