Functionalized Silver Nanoparticle Catalyzed [3+2] Cycloaddition Reaction: Greener Route to Substituted-1,2,3-triazolines

被引:4
|
作者
Hemmaragala, Nanjundaswamy Marishetty [1 ]
Abrahamse, Heidi [1 ]
George, Blassan Plackal Adimuriyil [1 ]
Gannimani, Ramesh [2 ]
Govender, Patrick [2 ]
机构
[1] Univ Johannesburg, Laser Res Ctr, Fac Hlth Sci, POB 17011, ZA-2028 Doornfontein, South Africa
[2] Univ KwaZulu Natal, Sch Life Sci, ZA-4000 Durban, South Africa
关键词
Functionalized silver nanoparticles; Protorhuslongifolia; Catalysis; 3+2]cycloaddition; 1,5-Disubstituted-1,2,3-triazolines; ANTIBACTERIAL ACTIVITY; PROTORHUS-LONGIFOLIA; ANTICANCER ACTIVITY; SEED EXTRACT; PEEL EXTRACT; 1,2,3-TRIAZOLES;
D O I
10.1007/s10562-015-1653-x
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The [3+2] cycloaddition reaction between nitroolefins and alkyl/aryl azides was studied using functionalized silver nanoparticles (FnAgNPs) of average diameter 23 +/- A 1 nm as catalyst produced by the plant extract Protorhus longifolia. We found FnAgNPs to catalyze the reactions efficiently yielding a series of 1,5-disubstituted-1,2,3-triazolines under mild reaction conditions with no side products. The catalytic activity of FnAgNPs was compared with naked AgNPs and FnAgNPs found to be very effective. Except solvents, the whole experiments do not require any chemical/reagent which makes the process green. [GRAPHICS]
引用
收藏
页码:464 / 473
页数:10
相关论文
共 50 条
  • [21] Enantioselective Construction of Highly Substituted Vinylidenecylopentanes by Palladium-Catalyzed Asymmetric [3+2] Cycloaddition Reaction
    Trost, Barry M.
    Maruniak, Autumn
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (24) : 6262 - 6264
  • [22] Pd-catalyzed [3+2] cycloaddition reaction of carbon dioxide
    Greco, GE
    Gleason, BL
    Lowery, TA
    Kier, MJ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 230 : U3247 - U3248
  • [23] A chiral cobalt(II) complex catalyzed asymmetric formal [3+2] cycloaddition for the synthesis of 1,2,4-triazolines
    Ma, Baiwei
    Luo, Weiwei
    Lin, Lili
    Liu, Xiaohua
    Feng, Xiaoming
    CHEMICAL COMMUNICATIONS, 2017, 53 (29) : 4077 - 4079
  • [24] Gold-Catalyzed [3+2]/Retro-[3+2]/[3+2] Cycloaddition Cascade Reaction of N-Alkoxyazomethine Ylides
    Sugita, Shoichi
    Takeda, Norihiko
    Tohnai, Norimitsu
    Miyata, Mikiji
    Miyata, Okiko
    Ueda, Masafumi
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (09) : 2469 - 2472
  • [25] A facile and diastereoselective synthesis of functionalized spirooxindoles via 3+2 cycloaddition reaction
    Kathirvelan, D.
    Haribabu, J.
    Reddy, B. S. R.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2015, 54 (08): : 965 - 971
  • [26] Pd/C-Catalyzed Dehydrogenative [3+2] Cycloaddition for the Synthesis of Functionalized Tropanes
    Wang, Hai-Jun
    Guo, Lei
    Zhu, Cheng-Feng
    Luo, Yun-Fei
    Li, You-Gui
    Wu, Xiang
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (39) : 5456 - 5459
  • [28] Specific Synthesis of 1,5-Disubstituted-1,2,3-triazolines Catalyzed by Surface Modified Activated Carbon with MsOH
    Hemmaragala, Nanjundaswamy Marishetty
    Abrahamse, Heidi
    CURRENT ORGANIC SYNTHESIS, 2016, 13 (01) : 111 - 115
  • [29] Phosphine-catalyzed [3+2] annulation of α-substituted allenoates with ester-activated α,β-unsaturated imines: a novel variation of the Lu [3+2] cycloaddition reaction
    Tian, Junjun
    He, Zhengjie
    CHEMICAL COMMUNICATIONS, 2013, 49 (20) : 2058 - 2060
  • [30] Chiral bifunctional ferrocenylphosphine catalyzed highly enantioselective [3+2] cycloaddition reaction
    Hu, Haiwen
    Yu, Shuxian
    Zhu, Linglong
    Zhou, Lingxiu
    Zhong, Weihui
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (02) : 752 - 760