SiO2/g-C3N4 nanocomposite-catalyzed green synthesis of di-indolyloxindols under mild conditions

被引:15
作者
Allahresani, Ali [1 ]
Nasseri, Mohammad Ali [1 ]
Nakhaei, Alireza [1 ]
机构
[1] Univ Birjand, Dept Chem, Fac Sci, POB 97175-615, Birjand, Iran
关键词
Melamine; SiO2@g-C3N4; Di-indolyloxindole; Indole; Isatin; GRAPHITIC CARBON NITRIDE; VISIBLE-LIGHT IRRADIATION; SOL-GEL PROCESS; HYDROGEN-PRODUCTION; FACILE SYNTHESIS; DERIVATIVES; ACID; PHOTODEGRADATION; CONDENSATION; ISATIN;
D O I
10.1007/s11164-017-2994-4
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this study, a facile and benign protocol was introduced for the immobilization of SiO2 nanoparticles onto g-C3N4 nanosheets. The corresponding nanocomposite (SiO2/g-C3N4) was characterized by various techniques, including X-ray diffraction, transmission electron microscopy, thermo-gravimetric analysis, and Fourier transform infrared spectra. The activity of a SiO2/g-C3N4 nanocomposite was investigated in C-C bond formation reaction. The Friedel-Crafts 3-indolylation reaction of isatin with indole derivatives was investigated in the presence of a catalytic amount of SiO2/g-C3N4 nanocomposite at ambient temperature in water as a green medium. The results showed that the corresponding products were obtained in good to excellent yields. In addition, the electron-releasing groups in the R-1 position of the indole ring or electron-withdrawing groups on the R-4 position of isatin gave excellent yields (91-95%). Some advantages of this method include short reaction time, excellent yields, easy work-up, and the use of water as a green solvent.
引用
收藏
页码:6367 / 6378
页数:12
相关论文
共 36 条
[1]   A green method for the synthesis of bis-indolylmethanes and 3,3′-indolyloxindole derivatives using cellulose sulfuric acid under solvent-free conditions [J].
Alinezhad, Heshmatollah ;
Haghighi, Asefeh Hagh ;
Salehian, Fatemeh .
CHINESE CHEMICAL LETTERS, 2010, 21 (02) :183-186
[2]   Silica sulfuric acid a novel and heterogeneous catalyst for the synthesis of some new oxindole derivatives [J].
Azizian, Javad ;
Mohammadi, Ali A. ;
Karimi, Narges ;
Mohammadizadeh, Mohammad R. ;
Karimi, Ali R. .
CATALYSIS COMMUNICATIONS, 2006, 7 (10) :752-755
[3]   Graphitic carbon nitride (g-C3N4)-Pt-TiO2 nanocomposite as an efficient photocatalyst for hydrogen production under visible light irradiation [J].
Chai, Bo ;
Peng, Tianyou ;
Mao, Jing ;
Li, Kan ;
Zan, Ling .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2012, 14 (48) :16745-16752
[4]   Efficient synthesis of polymeric g-C3N4 layered materials as novel efficient visible light driven photocatalysts [J].
Dong, Fan ;
Wu, Liwen ;
Sun, Yanjuan ;
Fu, Min ;
Wu, Zhongbiao ;
Lee, S. C. .
JOURNAL OF MATERIALS CHEMISTRY, 2011, 21 (39) :15171-15174
[5]   Facile Large-Scale Synthesis of Urea-Derived Porous Graphitic Carbon Nitride with Extraordinary Visible-Light Spectrum Photodegradation [J].
Fang, Hua-Bin ;
Luo, Yi ;
Zheng, Yan-Zhen ;
Ma, Wanhong ;
Tao, Xia .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2016, 55 (16) :4506-4514
[6]   Synthesis of Oxindoles by Tandem Heck-Reduction-Cyclization (HRC) from a Single Bifunctional, in Situ Generated Pd/C Catalyst [J].
Felpin, Francois-Xavier ;
Ibarguren, Oier ;
Nassar-Hardy, Luma ;
Fouquet, Eric .
JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (03) :1349-1352
[7]   Oxoindolinylidene Derivatives of Thiazolidin-4-ones: Methods of Synthesis and Biological Activity (Review) [J].
Gazieva, G. A. ;
Izmest'ev, A. N. .
CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2015, 50 (11) :1515-1527
[8]   THE SOL-GEL PROCESS [J].
HENCH, LL ;
WEST, JK .
CHEMICAL REVIEWS, 1990, 90 (01) :33-72
[9]   Mesoporous carbon nitride with in situ sulfur doping for enhanced photocatalytic hydrogen evolution from water under visible light [J].
Hong, Jindui ;
Xia, Xiaoyang ;
Wang, Yongsheng ;
Xu, Rong .
JOURNAL OF MATERIALS CHEMISTRY, 2012, 22 (30) :15006-15012
[10]   Three-dimensional conductive networks based on stacked SiO2@graphene frameworks for enhanced gas sensing [J].
Huang, Da ;
Yang, Zhi ;
Li, Xiaolin ;
Zhang, Liling ;
Hu, Jing ;
Su, Yanjie ;
Hu, Nantao ;
Yin, Guilin ;
He, Dannong ;
Zhang, Yafei .
NANOSCALE, 2017, 9 (01) :109-118