Synthesis of New Cyclohexenone Derivatives Using Potassium Phthalimide as a Green Organocatalyst. One-Pot Microwave-Assisted Synthesis and Antimicrobial Evaluation

被引:2
作者
Odiya, S. P. [1 ]
Das, S. P. [1 ,2 ]
Boruah, J. J. [1 ]
Rajani, D. P. [3 ,4 ]
机构
[1] RK Univ, Sch Sci, Dept Chem, Rajkot 360020, Gujarat, India
[2] Chandigarh Univ, Univ Inst Sci, Dept Chem, Mohali 140413, Punjab, India
[3] Microcare Lab, Surat 395003, Gujarat, India
[4] TB Res Ctr, Surat 395003, Gujarat, India
关键词
cyclohexenone derivatives; potassium phthalimide (PPI); one-pot synthesis; microwave irradiation; antimicrobial activity; EFFICIENT SYNTHESIS; STARCH SOLUTION; BASE CATALYST; CYCLIC ENONES; NANOPARTICLES; CHEMISTRY; SILICA;
D O I
10.1134/S107042802301013X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A direct one-pot three-component reaction of 4-acetyl-N-benzylbenzamide, ethyl acetoacetate or methyl acetoacetate, and aromatic aldehydes under microwave irradiation afforded a series of new cyclo-hexenone derivatives. The proposed procedure has the advantages of one-pot reaction, high efficiency, short reaction time, and simple workup. The antimicrobial activity of the obtained cyclohexenone derivatives was tested against a variety of bacteria (E. coli, S. aureus, S. pyogenes, P. aeruginosa) and fungi (C. albicans, A. niger, A. clavatus).
引用
收藏
页码:117 / 132
页数:16
相关论文
共 63 条
  • [1] Synthesis of Novel Fluorescent Cyclohexenone Derivatives and their Partitioning Study in Ionic Micellar Media
    Badshah, Amir
    Nawaz, Saleem
    Nazar, Muhammad Faizan
    Shah, Syed Sakhawat
    Hasan, Aurangzeb
    [J]. JOURNAL OF FLUORESCENCE, 2010, 20 (05) : 1049 - 1059
  • [2] Borgaonkar V.V., 2020, BIOLOGICAL PHARM MAC, P235
  • [3] Facile and One-Pot Access to Diverse and Densely Functionalized 2-Amino-3-cyano-4H-pyrans and Pyran-Annulated Heterocyclic Scaffolds via an Eco-Friendly Multicomponent Reaction at Room Temperature Using Urea as a Novel Organo-Catalyst
    Brahmachari, Goutam
    Banerjee, Bubun
    [J]. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2014, 2 (03): : 411 - 422
  • [4] Chiral Hydroxytetraphenylene-Catalyzed Asymmetric Conjugate Addition of Boronic Acids to Enones
    Chai, Guo-Li
    Sun, A-Qiang
    Zhai, Dong
    Wang, Juan
    Deng, Wei-Qiao
    Wong, Henry N. C.
    Chang, Junbiao
    [J]. ORGANIC LETTERS, 2019, 21 (13) : 5040 - 5045
  • [5] A new cyclohexenone from the tin mine tailings-derived fungus Aspergillus flavus YIM DT 10012
    Chunyu, Wei-Xun
    Zhao, Jiang-Yuan
    Ding, Zhang-Gui
    Han, Xiu-Lin
    Wang, Yong-Xia
    Ding, Jian-Hai
    Wang, Fei
    Li, Ming-Gang
    Wen, Meng-Liang
    [J]. NATURAL PRODUCT RESEARCH, 2019, 33 (01) : 113 - 116
  • [6] Multicomponent reactions: advanced tools for sustainable organic synthesis
    Cioc, Razvan C.
    Ruijter, Eelco
    Orru, Romano V. A.
    [J]. GREEN CHEMISTRY, 2014, 16 (06) : 2958 - 2975
  • [7] An expeditious synthesis of cyanohydrin trimethylsilyl ethers using tetraethylammonium 2-(carbamoyl)benzoate as a bifunctional organocatalyst
    Dekamin, Mohammad G.
    Sagheb-Asl, Solmaz
    Naimi-Jamal, M. Reza
    [J]. TETRAHEDRON LETTERS, 2009, 50 (28) : 4063 - 4066
  • [8] Aerobic Dehydrogenation of Cyclohexanone to Cyclohexenone Catalyzed by Pd(DMSO)2(TFA)2: Evidence for Ligand-Controlled Chemoselectivity
    Diao, Tianning
    Pun, Doris
    Stahl, Shannon S.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (22) : 8205 - 8212
  • [9] Chemistry and Biology Of Multicomponent Reactions
    Domling, Alexander
    Wang, Wei
    Wang, Kan
    [J]. CHEMICAL REVIEWS, 2012, 112 (06) : 3083 - 3135
  • [10] Solid base catalysts in organic synthesis
    Figueras, Francois
    Kantam, Mannepalli Lakshmi
    Choudary, Boyapati Manoranjan
    [J]. CURRENT ORGANIC CHEMISTRY, 2006, 10 (13) : 1627 - 1637