Cu(II) complex of phenylthiosemicarbazone: An in situ catalyst for formation of C-N bond between different N-based neucleophiles with arylboronic acids at room temperature

被引:3
|
作者
Gogoi, Nibedita [1 ]
Borah, Geetika [1 ]
Gogoi, Pradip K. [1 ]
机构
[1] Dibrugarh Univ, Dept Chem, Dibrugarh, Assam, India
关键词
Chan-Lam; C-N cross-coupling; Homogeneous; Thiosemicarbazone; CROSS-COUPLING REACTIONS; BENZALDEHYDE THIOSEMICARBAZONE COMPLEXES; PALLADIUM COMPLEX; ORGANOPALLADIUM COMPLEXES; PLATINUM(II) COMPLEXES; PHENYLBORONIC ACID; EFFICIENT CATALYST; METAL-COMPLEXES; CUPRIC ACETATE; SALEN COMPLEX;
D O I
10.1002/hc.21414
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We have reported here a new synthetic protocol for the formation of C-N bond catalyzed by a thiosemicarbazone complex of copper. This in situ complex has been found to be very effective for Chan-Lam C-N cross-coupling reaction of anilines and various imidazoles at room temperature. Pyrazole and 4-bromoindole were also activated for C-N bond formation by using this protocol at room temperature. This catalytic system gave good-to-excellent yield using a mixture of DMF and water as solvent in a 1:1 proportion.
引用
收藏
页数:10
相关论文
共 50 条
  • [21] Recent Developments in Recyclable Copper Catalyst Systems for C-N Bond Forming Cross-Coupling Reactions Using Aryl Halides and Arylboronic Acids
    Kantam, Mannepalli Lakshmi
    Reddy, Chintareddy Venkat
    Srinivas, Pottabathula
    Bhargava, Suresh
    AMINATION AND FORMATION OF SP2 C-N BONDS, 2013, 46 : 119 - 171
  • [22] Facile and efficient protocols for C-C and C-N bond formation reactions using a superparamagnetic palladium complex as reusable catalyst
    Zarchi, Mohammad Ali Karimi
    Abadi, Seyed Shahab Addin Darbandizadeh Mohammad
    RESEARCH ON CHEMICAL INTERMEDIATES, 2019, 45 (05) : 2605 - 2639
  • [23] Synthesis of Diversely Substituted Indoloquinolinones via Pd(II)/Cu(II)-Mediated Oxidative C-C Bond Formation and I(III)-Mediated C-N Bond Formation
    Zhang, Xiang
    Zhang-Negrerie, Daisy
    Deng, Jun
    Du, Yunfei
    Zhao, Kang
    JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (24): : 12750 - 12759
  • [24] Three Different Reactions, One Catalyst: A Cu(I) PNP Pincer Complex as Catalyst for C-C and C-N Cross-Couplings
    Mastalir, Matthias
    Pittenauer, Ernst
    Stoger, Berthold
    Allmaier, Gunter
    Kirchner, Karl
    ORGANIC LETTERS, 2017, 19 (08) : 2178 - 2181
  • [25] Ruthenium(II)-NNN-Pincer-Complex-Catalyzed Reactions Between Various Alcohols and Amines for Sustainable C-N and C-C Bond Formation
    Maji, Milan
    Chakrabarti, Kaushik
    Paul, Bhaskar
    Roy, Bivas Chandra
    Kundu, Sabuj
    ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (04) : 722 - 729
  • [26] Ligand-free C-N bond formation in aqueous medium using a reusable Cu-Mn bimetallic catalyst
    Sawant, Sanghapal D.
    Srinivas, Mahesuni
    Kumar, K. A. Aravinda
    Reddy, G. Lakshma
    Singh, Parvinder Pal
    Singh, Baldev
    Sharma, Amit Kumar
    Sharma, P. R.
    Vishwakarma, Ram A.
    TETRAHEDRON LETTERS, 2013, 54 (39) : 5351 - 5354
  • [27] Theoretical and Experimental Studies: Cu(I)/Cu(II) Catalytic Cycle in CuI/Oxalamide-Promoted C-N Bond Formation
    Morarji, Devita V.
    Gurjar, Kamlesh K.
    ORGANOMETALLICS, 2019, 38 (12) : 2502 - 2511
  • [28] Popping of g-C3N4 mixed with cupric nitrate: Facile synthesis of Cu-based catalyst for construction of C-N bond
    Yuan, Shaoyu
    Cui, Penglei
    Zhang, Yunrui
    Zhang, Hong
    Huo, Li
    Gao, Yongjun
    GREEN ENERGY & ENVIRONMENT, 2018, 3 (04) : 368 - 374
  • [29] Popping of g-C3N4 mixed with cupric nitrate: Facile synthesis of Cu-based catalyst for construction of C-N bond
    Shaoyu Yuan
    Penglei Cui
    Yunrui Zhang
    Hong Zhang
    Li Huo
    Yongjun Gao
    Green Energy & Environment, 2018, 3 (04) : 368 - 374
  • [30] N-arylation of amines: C-N coupling of amines with arylboronic acids using Fe3O4 magnetic nanoparticles-supported EDTA-Cu(II) complex in water
    Mostafalu, Ramin
    Kaboudin, Babak
    Kazemi, Foad
    Yokomatsu, Tsutomu
    RSC ADVANCES, 2014, 4 (90) : 49273 - 49279