Synthesis of 1-Substituted 1H-1,2,3,4-Tetrazoles Using Biosynthesized Ag/Sodium Borosilicate Nanocomposite

被引:44
作者
Nasrollahzadeh, Mahmoud [1 ]
Sajjadi, Mohaddeseh [1 ]
Tahsili, Mohammad Reza [2 ]
Shokouhimehr, Mohammadreza [3 ]
Varma, Rajender S. [4 ]
机构
[1] Univ Qom, Fac Sci, Dept Chem, POB 37185-359, Qom 3716944369, Iran
[2] Univ Qom, Fac Sci, Dept Biol, POB 37185-359, Qom 3716944369, Iran
[3] Seoul Natl Univ, Res Inst Adv Mat, Dept Mat Sci & Engn, Seoul 08826, South Korea
[4] Palacky Univ Olomouc, Dept Phys Chem, Fac Sci, Reg Ctr Adv Technol & Mat, Slechtitelu 27, Olomouc 78371, Czech Republic
关键词
IN-SITU SYNTHESIS; METAL NANOPARTICLES; GREEN SYNTHESIS; 5-SUBSTITUTED; 1H-TETRAZOLES; FE3O4-AT-SIO2; NANOPARTICLES; 3+2 CYCLOADDITION; FACILE SYNTHESIS; RAPID SYNTHESIS; EFFICIENT; REDUCTION;
D O I
10.1021/acsomega.9b00800
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An expedient solvent-free methodology has been developed to produce 1-substituted 1H-1,2,3,4-tetrazoles using sodium borosilicate glass-supported silver nanoparticles (Ag NPs) as a novel heterogeneous catalyst. A cost-efficient, facile, and greener method was deployed for the creation of Ag/sodium borosilicate nanocomposite (ASBN) catalyst by using Aleurites moluccana leaf extract as a stabilizing and reducing agent. The ASBN catalyst was identified using the latest microscopic and spectroscopic techniques such as FT-IR, TEM, FESEM, XRD, EDS, and elemental mapping. The deployment of this new catalyst enables the preparation of assorted 1-substituted tetrazoles in good to high yields via an easy work-up procedure in a relatively short reaction time under environmentally friendly conditions without using harmful and toxic reducing agents. The ASBN catalyst can be recycled and reused multiple times without meaningful loss of activity. To extend the application of the ASBN, the performance of the quantitative structure-activity relationships model was investigated for protein binding and toxicity hazard considerations.
引用
收藏
页码:8985 / 9000
页数:16
相关论文
共 68 条
[1]  
Abd SO, 2010, RES J BIOTECHNOL, V5, P25
[2]  
[Anonymous], 2000, 27 PROC INT PYROTECH
[3]  
[Anonymous], 2007, RISK ASSESSMENT CHEM, DOI DOI 10.1007/978-1-4020-6102-8
[4]  
Banerjee P., 2014, Bioresources and Bioprocessing, V1, P3, DOI [DOI 10.1186/S40643-014-0003-Y, 10.1186/s40643-014-0003-y]
[5]  
Bhat S.V., 2005, Chemistry of Natural Products, P585
[6]  
Butler R.N., 1977, ADV HETEROCYCL CHEM, V21, P323
[7]  
Darvish F, 2015, INT J ORG CHEM, V05, P75, DOI DOI 10.4236/IJOC.2015.52009
[8]   Salen complex of Cu(II) supported on superparamagnetic Fe3O4@SiO2 nanoparticles: An efficient and recyclable catalyst for synthesis of 1-and 5-substituted 1H-tetrazoles [J].
Dehghani, Farzaneh ;
Sardarian, Ali Reza ;
Esmaeilpour, Mohsen .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2013, 743 :87-96
[9]   Tryptophan 2,3-Dioxygenase (TDO) Inhibitors. 3-(2-(Pyridyl)ethenyl)indoles as Potential Anticancer Immunomodulators [J].
Dolusic, Eduard ;
Larrieu, Pierre ;
Moineaux, Laurence ;
Stroobant, Vincent ;
Pilotte, Luc ;
Colau, Didier ;
Pochet, Lionel ;
Van den Eynde, Benoit ;
Masereel, Bernard ;
Wouters, Johan ;
Frederick, Raphael .
JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (15) :5320-5334
[10]   Exposure-based prioritization of chemicals for risk assessment [J].
Egeghy, Peter P. ;
Vallero, Daniel A. ;
Hubal, Elaine A. Cohen .
ENVIRONMENTAL SCIENCE & POLICY, 2011, 14 (08) :950-964