CeCl3•7H2O CATALYZED, MICROWAVE-ASSISTED HIGH-YIELD SYNTHESIS OF α-AMINOPHOSPHONATES AND THEIR BIOLOGICAL STUDIES

被引:12
|
作者
Varalakshmi, M. [1 ]
Srinivasulu, D. [1 ]
Rajasekhar, D. [1 ]
Raju, C. Naga [1 ]
Sreevani, S. [2 ]
机构
[1] Sri Venkateswara Univ, Dept Chem, Tirupati 517502, Andhra Pradesh, India
[2] Sri Venkateswara Univ, Dept Microbiol, Tirupati 517502, Andhra Pradesh, India
关键词
-Aminophosphonates; Lewis acid catalyst (CeCl3 center dot 7H(2)O); microwave irradiation; antimicrobial and antioxidant activities; SCAVENGING PROPERTIES; AMINO PHOSPHONATES; CHLORIDE; BROMOPHENOLS; SYSTEM; ACID;
D O I
10.1080/10426507.2013.798785
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A new class of diethyl(3,5-dibromo-4-hydroxyphenylamino) (substituted phenyl/heterocyclic) methylphosphonates 4(a-j) has been synthesized by one-pot three component simultaneous reaction (Kabachnik-Fields) of 4-amino-2,6-dibromophenol 1, substituted heterocyclic/phenyl aldehydes 2(a-j), and diethylphosphite 3 using a Lewis acid catalyst, CeCl(3)7H(2)O (5mol%) under microwave irradiation as well as conventional conditions. It was observed that microwave irradiation method is more facile, efficient, and advantageous with respect to reaction time and yields. The structures of all the synthesized compounds were supported by analyzing IR, H-1/C-13/P-31 NMR, and mass spectral data. The synthesized compounds were screened for their in vitro antimicrobial and antioxidant activities.
引用
收藏
页码:106 / 112
页数:7
相关论文
共 50 条
  • [41] CeCl3•7H2O-NaI catalyzed hydrooxacyclization of unsaturated 3-hydroxy esters
    Marotta, E
    Foresti, E
    Marcelli, T
    Peri, F
    Righi, P
    Scardovi, N
    Rosini, G
    ORGANIC LETTERS, 2002, 4 (25) : 4451 - 4453
  • [42] A facile and selective cleavage of prenyl esters catalyzed by CeCl3•7 H2O-NaI
    Yadav, JS
    Reddy, BVS
    Rao, CV
    Chand, PK
    Prasad, AR
    SYNLETT, 2002, (01) : 137 - 139
  • [43] CeCl3•7H2O as an efficient catalyst for one-pot synthesis of β-amino ketones by three-component Mannich reaction
    Dai, Yan
    Li, Bin Dong
    Quan, Heng Dao
    Lue, Chun Xu
    CHINESE CHEMICAL LETTERS, 2010, 21 (01) : 31 - 34
  • [45] Michael Addition of Aminothiophenols to α,β-Unsaturated Ketones with High Steric Hindrance Catalyzed by CeCl3 • 7H2O-NaI
    Liu Qian
    Li Wenhong
    Qiu Zhaolai
    Li Yuan
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2014, 35 (03): : 538 - 549
  • [46] CeCl3•7H2O catalyzed C(sp2)-CN bond construction on water: Synthesis of (Z)-2-(2-Oxoindolin-3-ylidene)-2-arylacetonitriles
    Du, Yan
    Li, Zheng
    SYNTHETIC COMMUNICATIONS, 2019, 49 (01) : 65 - 72
  • [47] An efficient protocol for multicomponent stereoselective synthesis of 3-amino-2(1H)-pyridinones using CeCl3•7H2O/NaI as a reaction promoter
    Yadav, Lal Dhar S.
    Kapoor, Ritu
    SYNLETT, 2008, (15) : 2348 - 2354
  • [48] A simple, efficient, and general method for the conversion of alcohols into alkyl iodides by a CeCl3•7H2O/NaI system in acetonitrile
    Di Deo, M
    Marcantoni, E
    Torregiani, E
    Bartoli, G
    Bellucci, MC
    Bosco, M
    Sambri, L
    JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (09): : 2830 - 2833
  • [49] Efficient transformation of azides to primary amines using the mild and easily accessible CeCl3•7H2O/Nal system
    Bartoli, Giuseppe
    Di Antonio, Giustino
    Giovannini, Riccardo
    Giuli, Sandra
    Lanari, Silvia
    Paoletti, Melissa
    Marcantoni, Enrico
    JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (05): : 1919 - 1924
  • [50] CeCl3•7H2O:: an efficient and reusable catalyst for the preparation of β-acetamido carbonyl compounds by multi-component reactions (MCRs)
    Khan, Abu T.
    Choudhury, Lokman H.
    Parvin, Tasneem
    Ali, Md. Asif
    TETRAHEDRON LETTERS, 2006, 47 (46) : 8137 - 8141