Antimony/N-Hydroxyphthalimide as a Catalyst System for Cross-Dehydrogenative Coupling Reactions under Aerobic Conditions

被引:55
|
作者
Tanoue, Arata [1 ]
Yoo, Woo-Jin [1 ]
Kobayashi, Shu [1 ]
机构
[1] Univ Tokyo, Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
基金
日本学术振兴会; 日本科学技术振兴机构;
关键词
aerobic oxidation; antimony; CDC; cross-dehydrogenative coupling; N-hydroxyphthalimide (NHPI); C-H BONDS; TERTIARY-AMINES; OXIDATION; FUNCTIONALIZATION; TETRAHYDROISOQUINOLINES; OXYGEN; ALKYLATION; PHOTOREDOX; ADJACENT; COMPLEX;
D O I
10.1002/adsc.201200999
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
In the course of our investigations to find a novel catalyst for the cross-dehydrogenative coupling (CDC) reaction, it was discovered that antimony(V) serves as a co-catalyst with N-hydroxyphthalimide (NHPI) under aerobic conditions. This is a rare example of a catalytic use of antimony for an oxidative coupling reaction.
引用
收藏
页码:269 / 273
页数:5
相关论文
共 50 条
  • [41] Metal-Free Cross-Dehydrogenative Coupling (CDC): Molecular Iodine as a Versatile Catalyst/Reagent for CDC Reactions
    Parvatkar, Prakash T.
    Manetsch, Roman
    Banik, Bimal K.
    CHEMISTRY-AN ASIAN JOURNAL, 2019, 14 (01) : 6 - 30
  • [42] Copper-Catalyzed Aerobic Cross-Dehydrogenative Coupling of β-Oxime Ether Furan with Indole
    Fernandes, Rushil
    Mhaske, Krishna
    Balhara, Reena
    Jindal, Garima
    Narayan, Rishikesh
    CHEMISTRY-AN ASIAN JOURNAL, 2022, 17 (06)
  • [43] Catalytic Aerobic Cross-Dehydrogenative Coupling of Azlactones en Route to α,α-Disubstituted α-Amino Acids
    Tsuji, Taro
    Tanaka, Takafumi
    Tanaka, Tsukushi
    Yazaki, Ryo
    Ohshima, Takashi
    ORGANIC LETTERS, 2020, 22 (11) : 4164 - 4170
  • [44] N-Hydroxyphthalimide Immobilized on Poly(HEA-co-DVB) as Catalyst for Aerobic Oxidation Processes
    Latka, Piotr
    Kasperczyk, Kornela
    Orlinska, Beata
    Drozdek, Marek
    Skorupska, Bozena
    Witek, Ewa
    CATALYSIS LETTERS, 2016, 146 (10) : 1991 - 2000
  • [45] Cerium-containing MCM-41 catalyst for selective oxidative arene cross-dehydrogenative coupling reactions
    Akondi, Adinarayana Murthy
    Trivedi, Rajiv
    Sreedhar, Bojja
    Kantam, Mannepalli Lakshmi
    Bhargava, Suresh
    CATALYSIS TODAY, 2012, 198 (01) : 35 - 44
  • [46] Low-Valent-Tungsten-Catalyzed Aerobic Oxidative Cross-Dehydrogenative Coupling Reaction
    Li, Chunsheng
    Chen, Yaoyang
    Ye, Feihua
    Chen, Junhua
    Zheng, Jia
    MOLECULES, 2023, 28 (24):
  • [47] N-Hydroxyphthalimide Immobilized on Poly(HEA-co-DVB) as Catalyst for Aerobic Oxidation Processes
    Piotr Łątka
    Kornela Kasperczyk
    Beata Orlińska
    Marek Drozdek
    Bożena Skorupska
    Ewa Witek
    Catalysis Letters, 2016, 146 : 1991 - 2000
  • [48] Cobalt-Catalyzed Cross-Dehydrogenative Coupling Reactions of (Benz)oxazoles with Ethers
    Li, Yanrong
    Wang, Mengshi
    Fan, Wei
    Qian, Fen
    Li, Guigen
    Lu, Hongjian
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (23): : 11743 - 11750
  • [49] Aerobic Oxidation of Alkylaromatics using a Lipophilic N-Hydroxyphthalimide: Overcoming the Industrial Limit of Catalyst Solubility
    Petroselli, Manuel
    Franchi, Paola
    Lucarini, Marco
    Punta, Carlo
    Melone, Lucio
    CHEMSUSCHEM, 2014, 7 (09) : 2695 - 2703
  • [50] Lithium benzenechromiumtricarbonyl as C-nucleophile in the cross-dehydrogenative coupling reactions of azaaromatics
    Nemytov, Alexey I.
    Utepova, Irina A.
    Chupakhin, Oleg N.
    Slepukhin, Pavel A.
    Charushin, Valery N.
    INORGANICA CHIMICA ACTA, 2019, 487 : 339 - 344