Selective photochemical reduction of nitroarenes to N-arylhydroxylamines with γ-terpinene

被引:0
|
作者
Huang, Xinxin [1 ]
Cai, Chun [1 ]
机构
[1] Nanjing Univ Sci & Technol, Sch Chem & Chem Engn, 200 Xiaolingwei, Nanjing 210094, Peoples R China
关键词
CHEMISTRY;
D O I
10.1039/d5cc00159e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The preparation of N-arylhydroxylamines (N-AHAs) by photochemical reduction of nitroarenes has been presented. Herein, N-AHAs were obtained by selective transformation of nitroarenes under irradiation of 413 nm LEDs at room temperature. Plant-derived gamma-terpinene was employed as the hydrogen source. Notably, extra catalysts or additives are not required. This protocol exhibits broad scope of substrates, excellent tolerance of functional groups, high yields and selectivity. Moreover, successful applications of N-AHAs also demonstrate the practicality of this methodology.
引用
收藏
页数:4
相关论文
共 50 条
  • [21] Synthesis of N,O-diacetylated N-arylhydroxylamines by reduction of nitroaromatics with zinc and acetic anhydride
    Kim, BH
    Jun, YM
    Suh, SW
    Baik, W
    Lee, BM
    JOURNAL OF CHEMICAL RESEARCH-S, 1998, (01): : 46 - 47
  • [22] A study on the selective hydrogenation of nitroaromatics to N-arylhydroxylamines using a supported Pt nanoparticle catalyst
    Boymans, Evert H.
    Witte, P. T.
    Vogt, D.
    CATALYSIS SCIENCE & TECHNOLOGY, 2015, 5 (01) : 176 - 183
  • [23] Photochemical Reduction of Quinolines with γ-Terpinene
    Adak, Souvik
    Braley, Sarah E.
    Brown, M. Kevin
    ORGANIC LETTERS, 2024, 26 (01) : 401 - 405
  • [24] Synthesis of N-arylhydroxylamines by Pd-catalyzed coupling
    Beaudoin, Daniel
    Wuest, James D.
    TETRAHEDRON LETTERS, 2011, 52 (17) : 2221 - 2223
  • [25] Reactions of 2-acylthiazolium salts with N-arylhydroxylamines
    Ferreira, LM
    Lobo, AM
    Prabhakar, S
    Teixeira, AC
    TETRAHEDRON, 1999, 55 (12) : 3541 - 3552
  • [26] KINETICS OF THE DISPROPORTIONATION OF N-ARYLHYDROXYLAMINES AT DIFFERENT HYDROGEN PARTIAL PRESSURES
    MAKARYAN, IA
    SAVCHENKO, VI
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1988, 37 (12): : 2567 - 2569
  • [27] Regioselective synthesis of 2-aminophenols from N-arylhydroxylamines
    Gao, Zhiwei
    Hou, Zhiguo
    Gao, Hongyin
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (38) : 7801 - 7805
  • [28] DETERMINATION OF N-ARYLHYDROXYLAMINES WITH 9-CHLOROACRIDINE BY QUENCHING FLUOROMETRY
    STERNSON, LA
    STEWART, JT
    ANALYTICAL LETTERS, 1973, 6 (12) : 1055 - 1059
  • [29] A FACILE SYNTHESIS OF N-ARYL-N-HYDROXYFORMAMIDES FROM N-ARYLHYDROXYLAMINES
    AYYANGAR, NR
    BRAHME, KC
    SHINGARE, MS
    SRINIVASAN, KV
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1989, 28 (11): : 961 - 963
  • [30] DISPROPORTIONATION OF N-ARYLHYDROXYLAMINES IN THE PRESENCE OF HYDROGENATION CATALYSTS AND SULFUR COMPOUND ADDITIVES
    MAKARYAN, IA
    SAVCHENKO, VI
    BRIKENSHTEIN, KA
    KHIDEKEL, ML
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1985, 34 (02): : 446 - 447