Synthesis of a sustainable heterogeneous catalyst, titanium dioxide-loaded hydroxyapatite for functionalised chromen-dihydropyridines under green conditions

被引:12
作者
Madhavi, Challa [1 ]
Ganja, Himavathi [1 ]
Kerru, Nagaraju [2 ]
Maddila, Suresh [1 ,3 ]
Jonnalagadda, Sreekantha B. [3 ]
机构
[1] GITAM Univ, GITAM Inst Sci, Dept Chem, Visakhapatnam, Andhra Pradesh, India
[2] GITAM Univ, GITAM Sch Sci, Dept Chem, Bengaluru Campus, Doddaballapura 561203, India
[3] Univ KwaZulu Natal, Sch Chem & Phys, Westville Campus, ZA-4000 Durban, South Africa
关键词
chromen-dihydropyridines; heterogeneous catalysis; multicomponent reaction; rapid synthesis; TiO2; HAp; EFFICIENT; DERIVATIVES; TIO2;
D O I
10.1002/aoc.6442
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
We have described the synthesis of composite materials with different titanium dioxide loading on hydroxyapatite (TiO2/HAp). Their structural properties and morphologies were established by powder X-ray diffraction (p-XRD), scanning electron microscopy (SEM), Brunauer-Emmett-Teller (BET), transmission electron microscopy (TEM) and Fourier transform infrared (FT-IR) analyses. The catalytic efficacy of the as-prepared composite materials was explored to synthesise novel 4-oxo-chromen-dihydropyridine derivatives by the four-component reaction. The one-pot fusion in ethanol medium involved chromene-3-carbaldehyde, dimethyl acetylenedicarboxylate, malononitrile and different aromatic and heteroaryl amines. The method provided impressive yields (92-97%) of the target products in a short reaction time (<21 min) at room temperature. Further, we examined the efficiency of the separated catalyst, reused up to five runs with similar catalytic activity. This sustainable protocol merits easy workup, fast reaction time, superior yields, catalyst reusability, mild reaction environment and column-free purification.
引用
收藏
页数:12
相关论文
共 49 条
[1]   Recent advances in syntheses, properties and applications of TiO2 nanostructures [J].
Ali, Imran ;
Suhail, Mohd ;
Alothman, Zied A. ;
Alwarthan, Abdulrahman .
RSC ADVANCES, 2018, 8 (53) :30125-30147
[2]   Nano-zirconia as an excellent nano support for immobilization of sulfonic acid: a new, efficient and highly recyclable heterogeneous solid acid nanocatalyst for multicomponent reactions [J].
Amoozadeh, Ali ;
Rahmani, Salman ;
Bitaraf, Mehrnoosh ;
Abadi, Fatemeh Bolghan ;
Tabrizian, Elham .
NEW JOURNAL OF CHEMISTRY, 2016, 40 (01) :770-780
[3]   Controlled additive-free hydrothermal synthesis and characterization of uniform hydroxyapatite nanobelts [J].
An, Liang ;
Li, Wang ;
Xu, Yong ;
Zeng, Danlin ;
Cheng, Yang ;
Wang, Guanghui .
CERAMICS INTERNATIONAL, 2016, 42 (02) :3104-3112
[4]  
Arribas E.F., 2003, J PHYS CHEM B, V107, P3325
[5]   Synthesis and antioxidant activity of new lipophilic dihydropyridines [J].
Cabrera, Diego da Costa ;
Santa-Helena, Eduarda ;
Leal, Heloisa P. ;
de Moura, Renata Rodrigues ;
Maia Nery, Luiz Eduardo ;
Neves Goncalves, Carla Amorim ;
Russowsky, Dennis ;
Montes D'Oca, Marcelo G. .
BIOORGANIC CHEMISTRY, 2019, 84 :1-16
[6]   Titanium dioxide nanomaterials: Synthesis, properties, modifications, and applications [J].
Chen, Xiaobo ;
Mao, Samuel S. .
CHEMICAL REVIEWS, 2007, 107 (07) :2891-2959
[7]   Recent advances of chroman-4-one derivatives: Synthetic approaches and bioactivities [J].
Emami, Saeed ;
Ghanbarimasir, Zahra .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 93 :539-563
[8]   Decomposition of organic chemicals by zeolite-TiO2 nanocomposite supported onto low density polyethylene film under UV-LED powered by solar radiation [J].
Eskandarian, Mohammad Reza ;
Fazli, Mostafa ;
Rasoulifard, Mohammad Hossein ;
Choi, Hyeok .
APPLIED CATALYSIS B-ENVIRONMENTAL, 2016, 183 :407-416
[9]   Hydroxyapatite: A review of syntheses, structure and applications in heterogeneous catalysis [J].
Fihri, Aziz ;
Len, Christophe ;
Varma, Rajender S. ;
Solhy, Abderrahim .
COORDINATION CHEMISTRY REVIEWS, 2017, 347 :48-76
[10]   Heterogeneous catalysts-discovery and design [J].
Hutchings, Graham J. .
JOURNAL OF MATERIALS CHEMISTRY, 2009, 19 (09) :1222-1235