Chitosan-EDTA-Cellulose network as a green, recyclable and multifunctional biopolymeric organocatalyst for the one-pot synthesis of 2-amino-4H-pyran derivatives

被引:33
作者
Rostami, Negin [1 ]
Dekamin, Mohammad G. [1 ]
Valiey, Ehsan [1 ]
Fanimoghadam, Hamidreza [1 ]
机构
[1] Iran Univ Sci & Technol, Dept Chem, Pharmaceut & Biol Act Cpds Res Lab, Tehran 1684613114, Iran
关键词
HIGHLY EFFICIENT; 3-COMPONENT SYNTHESIS; FACILE SYNTHESIS; ALGINIC ACID; CATALYST; MULTICOMPONENT; POLYMERS; 4H-PYRAN; NANOPARTICLES; ADSORPTION;
D O I
10.1038/s41598-022-10774-z
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
In this research, cellulose grafted to chitosan by EDTA (Cs-EDTA-Cell) bio-based material is reported and characterized by a series of various methods and techniques such as FTIR, DRS-UV-Vis, TGA, FESEM, XRD and EDX analysis. In fact, the Cs-EDTA-Cell network is more thermally stable than pristine cellulose or chitosan. There is a plenty of both acidic and basic sites on the surface of this bio-based and biodegradable network, as a multifunctional organocatalyst, to proceed three-component synthesis of 2-amino-4H-pyran derivatives at room temperature in EtOH. The Cs-EDTA-Cell nanocatalyst can be easily recovered from the reaction mixture by using filtration and reused for at least five times without significant decrease in its catalytic activity. In general, the Cs-EDTA-Cell network, as a heterogeneous catalyst, demonstrated excellent catalytic activity in an environmentally-benign solvent to afford desired products in short reaction times and required simple experimental and work-up procedure compared to many protocols using similar catalytic systems.
引用
收藏
页数:12
相关论文
共 50 条
[31]   Chitosan-CTAB: An Efficient Aqueous Micellar System for the Sequential One-Pot Synthesis of Highly Functionalized 2-Amino-4H-Pyrans [J].
Rahila ;
Rai, Pragati ;
Ibad, Afshan ;
Sagir, Hozeyfa ;
Siddiqui, I. R. .
CHEMISTRYSELECT, 2016, 1 (07) :1300-1304
[32]   Catalyst-free, one-pot expeditious synthesis of polyhydroquinolines and 2-amino-4H-chromenes [J].
Ganwir, Prerna ;
Bandivadekar, Priyanka ;
Kudale, Pawan ;
Chaturbhuj, Ganesh U. .
RESEARCH ON CHEMICAL INTERMEDIATES, 2022, 48 (08) :3429-3447
[33]   Catalyst-free, one-pot expeditious synthesis of polyhydroquinolines and 2-amino-4H-chromenes [J].
Prerna Ganwir ;
Priyanka Bandivadekar ;
Pawan Kudale ;
Ganesh U. Chaturbhuj .
Research on Chemical Intermediates, 2022, 48 :3429-3447
[34]   A Catalytic, One-pot and Green Synthesis of α-Amino Nitriles: Cu(BF4)2.x H2O an Efficient Catalyst [J].
Tadiparthi, Krishnaji ;
Raghavendra, S. ;
Kamal, Ahmed .
LETTERS IN ORGANIC CHEMISTRY, 2017, 14 (06) :440-445
[35]   Potassium-Exchanged Zirconium Hydrogen Phosphate [-Zr(KPO4)2]-Catalyzed Synthesis of 2-Amino-4H-pyran Derivatives under Solvent-Free Conditions [J].
Rosati, Ornelio ;
Pelosi, Azzurra ;
Temperini, Andrea ;
Pace, Vittorio ;
Curini, Massimo .
SYNTHESIS-STUTTGART, 2016, 48 (10) :1533-1540
[36]   L-Cysteine functionalized magnetic nanoparticles (LCMNP): a novel magnetically separable organocatalyst for one-pot synthesis of 2-amino-4H-chromene-3-carbonitriles in water [J].
Khalafi-Nezhad, Ali ;
Nourisefat, Maryam ;
Panahi, Farhad .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (28) :7772-7779
[37]   Preparation of choline chloride-urea deep eutectic solvent-modified magnetic nanoparticles for synthesis of various 2-amino-4H-pyran derivatives in water solution [J].
Tavakol, Hossein ;
Keshavarzipour, Fariba .
APPLIED ORGANOMETALLIC CHEMISTRY, 2017, 31 (11) :2372-2380
[38]   One-pot synthesis of 2-amino-4H-chromenes catalyzed by Fe(ClO4)3/SiO2 [J].
F. K. Behbahani ;
M. Naderi .
Russian Journal of General Chemistry, 2016, 86 :2804-2806
[39]   One-pot synthesis of 2-amino-4H-chromenes catalyzed by Fe(ClO4)3/SiO2 [J].
Behbahani, F. K. ;
Naderi, M. .
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2016, 86 (12) :2804-2806
[40]   Aqueous Extract of Sapindus mukorossi Fruit Pericarp-Mediated One-Pot Synthesis of Spiro[indoline-3,4′-pyran]-2-one Derivatives [J].
Saikia, Nilakhy ;
Devi, Jutika ;
Deka, Dibakar Chandra .
CHEMISTRYSELECT, 2024, 9 (46)