Ga(ClO4)3-catalyzed Reaction of 1,2-Diamines and α-Bromoketones: Synthesis of 2-Substituted Quinoxalines

被引:0
|
作者
Ji Yun-fei [1 ]
Chen Tang-ming [1 ]
Mao Hai-feng [1 ]
Zou Jian-ping [1 ]
机构
[1] Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China
基金
中国国家自然科学基金;
关键词
Ga(ClO4)(3); 1,2-Aryldiamine; alpha-Bromoketone; 2-Substituted quinoxaline; Solvent-free reaction; TANDEM OXIDATION PROCESSES; EFFICIENT SYNTHESIS; CATALYZED SYNTHESIS; POWERFUL CATALYST; DERIVATIVES; WATER; INHIBITORS; DIHYDROPYRAZINES; TEMPERATURE; EPOXIDES;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ga(ClO4)(3)-catalyzed reaction of,1,2-aryldiamines and alpha-bromoketones to afford 2-substituted quinoxalines in good yields is described. The reaction proceeded via grinding process with 10%(molar fraction) catalyst under solvent-free conditions at room temperature. For unsymmetrical o-phenylenediamines bearing electron-withdrawing groups, regio-selective quinoxalines were obtained.
引用
收藏
页码:642 / 646
页数:5
相关论文
共 50 条
  • [2] Ga(ClO4)3-catalyzed synthesis of quinoxalines by cycloaddition of α-hydroxyketones and o-phenylenediamines
    Pan, Fan
    Chen, Tang-Ming
    Cao, Jia-Jia
    Zou, Jian-Ping
    Zhang, Wei
    TETRAHEDRON LETTERS, 2012, 53 (20) : 2508 - 2510
  • [3] FeCl3 AND MORPHOLINE AS EFFICIENT COCATALYSTS FOR THE ONE-STEP SYNTHESIS OF QUINOXALINES FROM α-HYDROXYKETONES AND 1,2-DIAMINES
    Song, Weibin
    Liu, Peng
    Lei, Min
    You, Hanyun
    Chen, Xubing
    Chen, Hu
    Ma, Lei
    Hu, Lihong
    SYNTHETIC COMMUNICATIONS, 2012, 42 (02) : 236 - 245
  • [4] Rose Bengal Catalyzed Coupling of 1, 2-Dicarbonyls and Phenylene 1, 2-Diamines: Visible-Light Mediated Synthesis of Quinoxalines
    Jaiswal, Deepali
    Tiwari, Jyoti
    Singh, Shailesh
    Sharma, Amit Kumar
    Singh, Jaya
    Singh, Jagdamba
    CHEMISTRYSELECT, 2019, 4 (29): : 8713 - 8718
  • [5] An Effective Microwave-Induced Iodine-Catalyzed Method for the Synthesis of Quinoxalines via Condensation of 1,2-Diamines with 1,2-Dicarbonyl Compounds
    Bandyopadhyay, Debasish
    Mukherjee, Sanghamitra
    Rodriguez, Robert R.
    Banik, Bimal K.
    MOLECULES, 2010, 15 (06) : 4207 - 4212
  • [6] Practical synthesis of 3,3-substituted dihydroquinoxalin-2-ones from aryl 1,2-diamines using the Bargellini reaction
    Alanine, Thomas A.
    Stokes, Stephen
    Scott, James S.
    TETRAHEDRON LETTERS, 2016, 57 (39) : 4386 - 4388
  • [7] Convenient Synthesis of 1,2-Diamines from β-Chloro Amines: Precursors of New Substituted Piperazin-2-ones
    Slama, Soumaya
    Elemine, Brahim Ould
    Besbes, Rafaa
    SYNTHETIC COMMUNICATIONS, 2013, 43 (17) : 2286 - 2293
  • [8] Synthesis of 1-aryl-substituted-4-chloroimidazo[1,2-a]quinoxalines catalyzed by PdCl2 in water
    Bakherad, Mohammad
    Keivanloo, Ali
    Samangooei, Shahrzad
    TETRAHEDRON LETTERS, 2012, 53 (12) : 1447 - 1449
  • [9] SIMPLE, SELECTIVE, AND PRACTICAL SYNTHESIS OF 2-SUBSTITUTED 4(3H)-QUINAZOLINONES BY Yb(OTf)3-CATALYZED CONDENSATION OF 2-AMINOBENZAMIDE WITH CARBOXAMIDES
    Yoshimura, Tsutomu
    Yuanjun, Di
    Kimura, Yu
    Yamada, Hisatsugu
    Toshimitsu, Akio
    Kondo, Teruyuki
    HETEROCYCLES, 2015, 90 (02) : 857 - 865
  • [10] Synthesis of New Chiral Secondary 1,2-Diamines Based on Levopimaric Acid and Their Use as Ligands in Copper(II)-Catalyzed Asymmetric Henry Reaction
    Konev, V. N.
    Pai, Z. P.
    Khlebnikova, T. B.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 56 (04) : 604 - 612