Palladium nanoparticles as reusable catalyst for the synthesis of N-aryl sulfonamides under mild reaction conditions

被引:18
|
作者
Khalaj, Mehdi [1 ]
Ghazanfarpour-Darjani, Majid [1 ]
Olyai, Mohamad Reza Talei Bavil [2 ]
Shamami, Sakineh Faraji [3 ]
机构
[1] Islamic Azad Univ, Buinzahra Branch, Dept Chem, Buinzahra, Iran
[2] Islamic Azad Univ, Fac Sci South Tehran Branch, Dept Chem, Tehran, Iran
[3] Islamic Azad Univ, Karaj Branch, Dept Chem, Karaj, Iran
关键词
Sulfonamide; aryl halide; C-N Cross-coupling; palladium nanoparticles; aryl triflate; SUZUKI COUPLING REACTION; LIGAND-FREE; BORONIC ACIDS; COPPER; ARYLATION; BROMIDES; IODIDES; DERIVATIVES; CHLORIDES; SULFONYL;
D O I
10.1080/17415993.2015.1122010
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient palladium nanoparticles-catalyzed N-arylation of sulfonamides and sulfonyl azides is described. This procedure serves as an active protocol for intermolecular C-N bond formation using Pd(OAc)(2) in PEG-400 under air. Aryl bromides and triflates react at 35 degrees C, while aryl chlorides require heating to 50 degrees C and give the desired products only in low yields. This reaction proceeds smoothly in acceptable yields using low catalyst loading.
引用
收藏
页码:211 / 221
页数:11
相关论文
共 50 条
  • [21] Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction Conditions
    Hu, Xuan-Bo
    Fu, Qian-Qian
    Huang, Xue-Ying
    Chu, Xue-Qiang
    Shen, Zhi-Liang
    Miao, Chengping
    Chen, Weiyi
    MOLECULES, 2024, 29 (04):
  • [22] REACTION OF N-ARYL NITRONES WITH DICHLOROKETENE - NEW SYNTHESIS OF ISATINS
    BAKER, AD
    WONG, D
    LO, S
    BLOCH, M
    HOROZOGLU, G
    GOLDMAN, NL
    ENGEL, R
    LIOTTA, DC
    TETRAHEDRON LETTERS, 1978, (03) : 215 - 218
  • [23] Preparation of N-Arylsulfonyl Imines from Sulfonamides and Aryl Aldehydes Using Magnesium Oxide as a Heterogeneous and Reusable Catalyst Under Solvent-Free Conditions
    Hasaninejad, Alireza
    Zare, Abdolkarim
    Zare, Ahmad Reza Moosavi
    Parhami, Abolfath
    Sharghi, Hashem
    Khalafi-Nezhad, Ali
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2008, 183 (11) : 2769 - 2776
  • [24] Novel pseudopolymeric magnetic nanoparticles as a hydrogen bond catalyst for the synthesis of tetrahydrodipyrazolopyridine derivatives under mild reaction conditions
    Dashteh, Mohammad
    Yarie, Meysam
    Zolfigol, Mohammad Ali
    Khazaei, Ardeshir
    Makhdoomi, Sajjad
    APPLIED ORGANOMETALLIC CHEMISTRY, 2021, 35 (06)
  • [25] Straightforward and Sustainable Synthesis of Sulfonamides in Water under Mild Conditions
    Eid, Nadim
    Karame, Iyad
    Andrioletti, Bruno
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (36) : 5016 - 5022
  • [26] A rapid synthesis of N-aryl formamides under microwave irradiation
    Li, HZ
    Li, HY
    Xiao, LW
    Wang, KF
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2003, 23 (08) : 883 - 884
  • [27] LaFeO3 perovskite nanoparticles as high-performance reusable catalyst for convenient synthesis of -amido ketones under mild conditions
    Naeimi, Hossein
    Rahmatinejad, Soraya
    RESEARCH ON CHEMICAL INTERMEDIATES, 2019, 45 (07) : 3705 - 3721
  • [28] LaFeO3 perovskite nanoparticles as high-performance reusable catalyst for convenient synthesis of β-amido ketones under mild conditions
    Hossein Naeimi
    Soraya Rahmatinejad
    Research on Chemical Intermediates, 2019, 45 : 3705 - 3721
  • [29] Palladium nanoparticles supported on mpg-C3N4 as active catalyst for semihydrogenation of phenylacetylene under mild conditions
    Deng, Dongshun
    Yang, Yang
    Gong, Yutong
    Li, Yi
    Xu, Xuan
    Wang, Yong
    GREEN CHEMISTRY, 2013, 15 (09) : 2525 - 2531
  • [30] Heterogeneous palladium-catalysed Heck reaction of aryl chlorides and styrene in water under mild conditions
    Mukhopadhyay, S
    Rothenberg, G
    Joshi, A
    Baidossi, M
    Sasson, Y
    ADVANCED SYNTHESIS & CATALYSIS, 2002, 344 (3-4) : 348 - 354