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
  • [1] Cu(I)-N-heterocyclic carbene-catalyzed base free C-N bond formation of arylboronic acids with amines and azoles
    Zhang, Maoyuan
    Xu, Zengbing
    Shi, Dabin
    TETRAHEDRON, 2021, 79
  • [2] Modified nanomagnetite silica core shell with new Cu (II) N,N- chelating complex as an efficient and reusable catalyst in the C-N bond formation
    Rahmatzadeh, Setareh
    Sardarian, Ali Reza
    Rafipour, Danial
    APPLIED ORGANOMETALLIC CHEMISTRY, 2024, 38 (09)
  • [3] Cu(ii)-catalyzed C-N coupling of 2-aminobenzothiazoles with boronic acids at room temperature
    Radhika, Sankaran
    Chandravarkar, Aravind
    Anilkumar, Gopinathan
    RSC ADVANCES, 2023, 13 (25) : 17188 - 17193
  • [4] An efficient construction of C-N bond under catalyst-free and room temperature conditions
    Zhang, Jinpeng
    Liu, Jing
    Dai, Lei
    Ge, Yuqian
    Xu, Linlin
    Xia, Yingying
    Xu, Lan
    Rong, Liangce
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2021, 58 (05) : 1179 - 1191
  • [5] A Chemoselective and Desulfurative Chan-Lam Coupling: C-N Bond Formation between Benzimidazoline-2-Thiones and Arylboronic Acids
    Chen, Jin-Quan
    Liu, Xing
    Guo, Jia
    Dong, Zhi-Bing
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (16) : 2414 - 2424
  • [6] C-N Bond Formation between Alcohols and Amines Using an Iron Cyclopentadienone Catalyst
    Rawlings, Andrew J.
    Diorazio, Louis J.
    Wills, Martin
    ORGANIC LETTERS, 2015, 17 (05) : 1086 - 1089
  • [7] An Efficient Recyclable Polymer Supported Copper(II) Catalyst for C-N Bond Formation by N-Arylation
    Islam, Manirul
    Mondal, Sanchita
    Mondal, Paramita
    Roy, Anupam Singha
    Tuhina, Kazi
    Mobarok, Manir
    Paul, Sumantra
    Salam, Noor
    Hossain, Dildar
    CATALYSIS LETTERS, 2011, 141 (08) : 1171 - 1181
  • [8] Palladium(II)-NHC complexes containing benzimidazole ligand as a catalyst for C-N bond formation
    Dogan, Oznur
    Demir, Serpil
    Ozdemir, Ismail
    Cetinkaya, Bekir
    APPLIED ORGANOMETALLIC CHEMISTRY, 2011, 25 (03) : 163 - 167
  • [9] Cu(II) complex of pyridine-based polydentate as a novel, efficient, and highly reusable catalyst in C-N bond-forming reaction
    Sharghi, Hashem
    Sepehri, Saeideh
    Aberi, Mahdi
    MOLECULAR DIVERSITY, 2017, 21 (04) : 855 - 864
  • [10] Cu(II)-promoted oxidative C-N bond cleavage of N-benzoylamino acids to primary aryl amides
    Zhou, Liandi
    Liu, Wei
    Zhao, Yongli
    Chen, Junmin
    ARKIVOC, 2016, : 52 - 62