Sonogashira Cross-Coupling of Arenediazonium Salts

被引:96
|
作者
Fabrizi, Giancarlo [1 ]
Goggiamani, Antonella [1 ]
Sferrazza, Alessi [1 ]
Cacchi, Sandro [1 ]
机构
[1] Sapienza Univ Roma, Dipartimento Chim & Tecnol Farmaco, I-00185 Rome, Italy
关键词
arenediazonium salts; cross-coupling; domino reactions; homogeneous catalysis; palladium; PALLADIUM-CATALYZED HYDROARYLATION; REDUCTION-CYCLIZATION HRC; ACETYLENE DERIVATIVES; EFFICIENT SYNTHESIS; DIAZONIUM SALTS; HECK ARYLATION; BORONIC ACIDS; ARYL; COMPLEXES; INDOLES;
D O I
10.1002/anie.201000472
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) Star-crossed lovers: The domino iododediazoniation/ Sonogashira cross-coupling of terminal alkynes with arenediazonium salts has been developed. The arenediazonium salt synthesis/iododediazoniation/Sonogashira cross-coupling sequence can also be performed as a one-pot process, omitting the isolation of the arenediazonium salt. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:4067 / 4070
页数:4
相关论文
共 50 条
  • [41] Sequential Sonogashira and Suzuki cross-coupling reactions in the indole and indazole series
    Witulski, B
    Azcon, JR
    Alayrac, C
    Arnautu, A
    Collot, V
    Rault, S
    SYNTHESIS-STUTTGART, 2005, (05): : 771 - 780
  • [42] Organic photoredox catalysis enabled cross-coupling of arenediazonium and sulfinate salts: synthesis of (un)symmetrical diaryl/alkyl aryl sulfones
    Chawla, Ruchi
    Yadav, Lal Dhar S.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (19) : 4761 - 4766
  • [43] Computational Study of Copper-Free Sonogashira Cross-Coupling Reaction
    Sikk, Lauri
    Tammiku-Taul, Jaana
    Burk, Peeter
    ORGANOMETALLICS, 2011, 30 (21) : 5656 - 5664
  • [44] Palladium-catalyzed cross-coupling alkylation of arenediazonium o-benzenedisulfonimides
    Barbero, Margherita
    Cadamuro, Silvano
    Dughera, Stefano
    SYNTHESIS-STUTTGART, 2008, 3 (03): : 474 - 478
  • [45] Pd-free, Sonogashira cross-coupling reaction. An update
    Mohjer, Fatemeh
    Mofatehnia, Prisa
    Rangraz, Yalda
    Heravi, Majid M.
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2021, 936
  • [46] Cu(I)-Catalyzed Macrocyclic Sonogashira-Type Cross-Coupling
    Santandrea, Jeffrey
    Bedard, Anne-Catherine
    Collins, Shawn K.
    ORGANIC LETTERS, 2014, 16 (15) : 3892 - 3895
  • [47] Palladium-catalyzed Sonogashira cross-coupling of organic tellurides with alkynes
    Kawaguchi, Shin-ichi
    Srivastava, Puneet
    Engman, Lars
    TETRAHEDRON LETTERS, 2011, 52 (32) : 4120 - 4122
  • [48] Direct Adhesion of Dissimilar Materials Using Sonogashira Cross-coupling Reaction
    Sekine, Tomoko
    Takashima, Yoshinori
    Yamaguchi, Hiroyasu
    Harada, Akira
    CHEMISTRY LETTERS, 2016, 45 (11) : 1250 - 1252
  • [49] Important consequences for gas chromatographic analysis of the Sonogashira cross-coupling reaction
    Niemelä, EH
    Lee, AF
    Fairlamb, IJS
    TETRAHEDRON LETTERS, 2004, 45 (18) : 3593 - 3595
  • [50] Cu(OAc)2 catalyzed Sonogashira cross-coupling reaction in amines
    Guo, Sheng Mei
    Deng, Chen Liang
    Li, Jin Heng
    CHINESE CHEMICAL LETTERS, 2007, 18 (01) : 13 - 16