Unique copper-salen complex: an efficient catalyst for N-arylations of anilines and imidazoles at room temperature

被引:59
|
作者
Gogoi, Ankur [1 ]
Sarmah, Gayatri [1 ]
Dewan, Anindita [1 ]
Bora, Utpal [1 ,2 ]
机构
[1] Dibrugarh Univ, Dept Chem, Dibrugarh 786004, Assam, India
[2] Tezpur Univ, Dept Chem Sci, Tezpur 784028, Assam, India
关键词
Amine; Arylboronic acid; Chan-Lam; Copper; Imidazole; Water; CROSS-COUPLING REACTIONS; C-N; ARYLBORONIC ACIDS; HETEROCYCLIC CARBENES; HIGHLY EFFICIENT; ARYL BROMIDES; HETEROARYL BROMIDES; ALIPHATIC-AMINES; BOND FORMATION; LIGAND-FREE;
D O I
10.1016/j.tetlet.2013.10.084
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have reported here the catalytic activity of a unique Cu-salen type complex in N-arylation of anilines with arylboronic acids in water. The protocol is found to be applicable for a wide range of electronically diversified arylboronic acids and anilines with excellent yields of the isolated product. Further the scope of this protocol has been extended to the synthesis of various N-aryl imidazoles in iso-propanol. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:31 / 35
页数:5
相关论文
共 50 条
  • [31] Nickel(0)-TPPTS-Cyanide complex in water - An efficient and flexible catalyst for the isomerisation of olefinic compounds at room temperature
    Kuntz, E. G.
    Godard, G.
    Basset, J. M.
    Vittor, O. M.
    OIL & GAS SCIENCE AND TECHNOLOGY-REVUE D IFP ENERGIES NOUVELLES, 2007, 62 (06): : 781 - 785
  • [32] An efficient copper-aluminum hydrotalcite catalyst for asymmetric hydrosilylation of ketones at room temperature (vol 10, pg 2982, 2008)
    Kantam, M. Lakshmi
    Laha, Soumi
    Yadav, Jagjit
    Likhar, Pravin R.
    Sreedhar, B.
    Jha, Shailendra
    Bhargava, Suresh
    Udayakiran, M.
    Jagadeesh, B.
    ORGANIC LETTERS, 2008, 10 (19) : 4391 - 4391
  • [33] Using Pd-salen complex as an efficient catalyst for the copper-and solvent-free coupling of acyl chlorides with terminal alkynes under aerobic conditions
    Mohammad Bakherad
    Amir Hossein Amin
    Ali Keivanloo
    Bahram Bahramian
    Mersad Raessi
    ChineseChemicalLetters, 2010, 21 (06) : 656 - 660
  • [34] Using Pd-salen complex as an efficient catalyst for the copper- and solvent-free coupling of acyl chlorides with terminal alkynes under aerobic conditions
    Bakherad, Mohammad
    Amin, Amir Hossein
    Keivanloo, Ali
    Bahramian, Bahram
    Raessi, Mersad
    CHINESE CHEMICAL LETTERS, 2010, 21 (06) : 656 - 660
  • [35] A Simple Hydrophilic Palladium(II) Complex as a Highly Efficient Catalyst for Room Temperature Aerobic Suzuki Coupling Reactions in Aqueous Media
    Guo, Mengping
    Liu, Shiwen
    Zhou, Xiuling
    Lv, Meiyun
    Chen, Sanbao
    Xiao, Daoan
    MOLECULES, 2014, 19 (05) : 6524 - 6533
  • [36] Cu(II) salen complex with propylene linkage: An efficient catalyst in the formation of C-X bonds (X = N, O, S) and biological investigations
    Azam, Mohammad
    Dwivedi, Sourabh
    Al-Resayes, Saud I.
    Adil, S. F.
    Islam, Mohammad Shahidul
    Trzesowska-Kruszynska, Agata
    Kruszynski, Rafal
    Lee, Dong-Ung
    JOURNAL OF MOLECULAR STRUCTURE, 2017, 1130 : 122 - 127
  • [37] Copper Acetylacetonate-Immobilized Halloysite Nanotube: An Efficient Natural and Green Catalyst for the Synthesis of 4H-Chromenes at Room Temperature
    Mousavi-Mashhadi, Seyed Ali
    Shiri, Ali
    APPLIED ORGANOMETALLIC CHEMISTRY, 2025, 39 (01)
  • [38] Palladium nanoparticles decorated on reduced graphene oxide: An efficient catalyst for ligand- and copper-free Sonogashira reaction at room temperature
    Mahanta, Abhijit
    Hussain, Najrul
    Das, Manash R.
    Thakur, Ashim J.
    Bora, Utpal
    APPLIED ORGANOMETALLIC CHEMISTRY, 2017, 31 (08)
  • [39] A room temperature catalyst for toluene aliphatic C-H bond oxidation: Tripodal tridentate copper complex immobilized in mesoporous silica
    Liu, Chih-Cheng
    Lin, Tien-Sung
    Chan, Sunney I.
    Mou, Chung-Yuan
    JOURNAL OF CATALYSIS, 2015, 322 : 139 - 151
  • [40] Copper(I)-N2S2-salen type complex covalently anchored onto MCM-41 silica: an efficient and reusable catalyst for the A3-coupling reaction toward propargylamines
    Naeimi, Hossein
    Moradian, Mohsen
    APPLIED ORGANOMETALLIC CHEMISTRY, 2013, 27 (05) : 300 - 306