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
  • [31] Palladium(II)-catalyzed Heck reaction of aryl halides and arylboronic acids with olefins under mild conditions
    Shaikh, Tanveer Mahamadali
    Hong, Fung-E
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2013, 9 : 1578 - 1588
  • [32] Fabrication and characterization of Fe3O4@SiO2-Imine/Thio-Cu(II) nanomaterial as a novel and efficient magnetically reusable catalyst for the synthesis of N-aryl sulfonamides
    Raya, Indah
    Parra, Rosario Mireya Romero
    Yasin, Ghulam
    Jalil, Abduladheem Turki
    Muzammil, Khursheed
    JOURNAL OF SULFUR CHEMISTRY, 2023, 44 (05) : 559 - 572
  • [33] Iron Oxide Nanoparticles Modified with Carbon Quantum Nanodots for the Stabilization of Palladium Nanoparticles: An Efficient Catalyst for the Suzuki Reaction in Aqueous Media under Mild Conditions
    Gholinejad, Mohammad
    Seyedhamzeh, Mohammad
    Razeghi, Mehran
    Najera, Carmen
    Kompany-Zareh, Mohsen
    CHEMCATCHEM, 2016, 8 (02) : 441 - 447
  • [34] The Synthesis of 2-Aminobenzoxazoles Using Reusable Ionic Liquid as a Green Catalyst under Mild Conditions
    Zhou, Ya
    Liu, Zhiqing
    Yuan, Tingting
    Huang, Jianbin
    Liu, Chenjiang
    MOLECULES, 2017, 22 (04):
  • [35] Palladium-Catalyzed Arylation of Aryl Sulfenate Anions with Aryl Bromides under Mild Conditions: Synthesis of Diaryl Sulfoxides
    Jiang, Hui
    Jia, Tiezheng
    Zhang, Mengnan
    Walsh, Patrick J.
    ORGANIC LETTERS, 2016, 18 (05) : 972 - 975
  • [36] Cascades synthesis of N-aryl oxindole nitrone derivatives using isatine oximes and arylboronic acids catalyzed by copper acetate under mild conditions
    Adam, Rita S.
    IRANIAN JOURNAL OF CATALYSIS, 2024, 14 (01):
  • [37] Novel N-aryl and N-heteroaryl sulfamide synthesis via palladium cross coupling
    Alcaraz, L
    Bennion, C
    Morris, J
    Meghani, P
    Thom, SM
    ORGANIC LETTERS, 2004, 6 (16) : 2705 - 2708
  • [38] Efficient Manganese/Copper Bimetallic Catalyst for N-Arylation of Amides and Sulfonamides Under Mild Conditions in Water
    Teo, Yong-Chua
    Yong, Fui-Fong
    Ithnin, Idzham Khalid
    Yio, Siew-Hui Trionna
    Lin, Zhiyin
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (03) : 515 - 524
  • [39] Palladium-catalyzed aryl-amidation.: Synthesis of non-racemic N-aryl lactams
    Browning, RG
    Badarinarayana, V
    Mahmud, H
    Lovely, CJ
    TETRAHEDRON, 2004, 60 (02) : 359 - 365
  • [40] Barium-doped iron nanoparticles supported on MgO as an efficient catalyst for ammonia synthesis under mild reaction conditions
    Era, Kohei
    Sato, Katsutoshi
    Miyahara, Shin-ichiro
    Naito, Takahiro
    De Silva, Kanishka
    Akrami, Saeid
    Yamada, Hiroshi
    Toriyama, Takaaki
    Tamaoka, Takehiro
    Yamamoto, Tomokazu
    Murakami, Yasukazu
    Inazu, Koji
    Nagaoka, Katsutoshi
    SUSTAINABLE ENERGY & FUELS, 2024, 8 (12): : 2593 - 2600