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
  • [1] Ru-catalyzed asymmetric hydrogenation of α-ketoesters with CeCl3•7H2O as additive
    Sun, YH
    Wan, XB
    Wang, JP
    Meng, QH
    Zhang, HW
    Jiang, LJ
    Zhang, ZG
    ORGANIC LETTERS, 2005, 7 (24) : 5425 - 5427
  • [2] Cerium(III) chloride heptahydrate:: CeCl3•7H2O
    Babu, RS
    SYNLETT, 2002, (11) : 1935 - 1936
  • [3] Study of conventional versus microwave-assisted reactions of 3,4-epoxyalcohols by CeCl3•7H2O:: Synthesis of tetrahydrofurans and 1-chloro-3-substituted-2-propanols
    Sabitha, Gowravaram
    Rao, V. Rama Subba
    Sudhakar, K.
    Kumar, M. Raj
    Reddy, E. Venkata
    Yadav, J. S.
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2008, 280 (1-2) : 16 - 19
  • [4] Solvent-free reductive amination of aromatic aldehydes catalyzed by CeCl3•7H2O
    Lokhande, Rohit
    Sonawane, Jayashree
    Roy, Aparajita
    Ravishankar, Lakshmy
    GREEN CHEMISTRY LETTERS AND REVIEWS, 2011, 4 (01) : 69 - 72
  • [5] GLYCERIN AND CeCl3•7H2O: A NEW AND EFFICIENT RECYCLABLE REACTION MEDIUM FOR THE SYNTHESIS OF QUINOXALINES
    Narsaiah, A. Venkat
    Kumar, J. Kranthi
    SYNTHETIC COMMUNICATIONS, 2012, 42 (06) : 883 - 892
  • [6] CeCl3•7H2O:: An effective additive in Ru-catalyzed enantioselective hydrogenation of aromatic α-ketoesters
    Meng, Qinghua
    Sun, Yanhui
    Ratovelomanana-Vidal, Virginie
    Genet, Jean Pierre
    Zhang, Zhaoguo
    JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (10): : 3842 - 3847
  • [7] Heterogeneous catalyst SiO2-LaCl3•7H2O: characterization and microwave-assisted green synthesis of α-aminophosphonates and their antimicrobial activity
    Basha, S. K. Thaslim
    Kalla, Reddi Mohan Naidu
    Varalakshmi, M.
    Sudhamani, H.
    Appa, Rama Moorthy
    Hong, Sung Chul
    Raju, Chamarthi Naga
    MOLECULAR DIVERSITY, 2022, 26 (05) : 2703 - 2715
  • [8] CeCl3•7H2O: A Versatile and Efficient Reagent for the Synthesis of C-Pyrrolyl Glycosides
    Reddy, Basi V. Subba
    Jain, Ruchi
    Bhargavi, Kudikyala
    Swain, Manisha
    Yadav, Jhillu S.
    SYNTHESIS-STUTTGART, 2011, (02): : 337 - 341
  • [9] Heterogeneous catalyst SiO2–LaCl3·7H2O: characterization and microwave-assisted green synthesis of α-aminophosphonates and their antimicrobial activity
    S. K. Thaslim Basha
    Reddi Mohan Naidu Kalla
    M. Varalakshmi
    H. Sudhamani
    Rama Moorthy Appa
    Sung Chul Hong
    Chamarthi Naga Raju
    Molecular Diversity, 2022, 26 : 2703 - 2715
  • [10] Glycerin and CeCl3•7H2O: a new and efficient recyclable medium for the synthesis of bis(indolyl)methanes
    Silveira, Claudio C.
    Mendes, Samuel R.
    Libero, Francieli M.
    Lenardao, Eder J.
    Perin, Gelson
    TETRAHEDRON LETTERS, 2009, 50 (44) : 6060 - 6063