SO4-2/SnO2-catalyzed cyclocondensation for the synthesis of fully functionalized pyridines

被引:16
作者
Koduri, Ramesh Goud [1 ]
Pagadala, Ramakanth [2 ]
Boodida, Sathyanarayana [3 ]
Varala, Ravi [1 ]
机构
[1] RGUKT Basar IIIT Basar, Dept Chem, Nirmal, India
[2] CVR Coll Engn, H&S Dept, Chem Div, Hyderabad, India
[3] JNTUH Coll Engn, Dept Chem, Jagityal, India
关键词
SULFATED TIN OXIDE; EFFICIENT CATALYST; METAL-OXIDES; ESTERIFICATION; INHIBITORS; 2,2'-BIPYRIDINE; CONDENSATION; BIPYRIDINE; DISCOVERY; VERSATILE;
D O I
10.1002/jhet.3806
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and promising synthetic approach to assemble skeletons of multifunctionalized pyridine derivatives in presence of recyclable heterogeneous sulfated tin oxide (STO) catalyst has been evolved. The STO catalyst was used as a promoter for the cyclocondensation process in ethanol at 70 degrees C. Overall performance of this catalyst was attributed to the cooperative contribution of its Lewis and BrOnsted-Lowry acidic sites. Nanosized STO catalyst was synthesized by using sol-gel process and characterized by Fourier transform infrared (FTIR) spectroscopy, X-ray diffraction (XRD), H-1-NMR, and scanning electron microscopy (SEM). This catalyst tolerates most of the substrates, and protocol shows precious capabilities consist of high yields, operational simplicity, less reaction time, and eco-friendly conditions. The newly synthesized heterogeneous catalyst was easily separated and reused. All the reactions are carried out for subsequent cycles without significant loss of catalytic activity and with good proficiency.
引用
收藏
页码:923 / 928
页数:6
相关论文
共 55 条
[1]  
Aaron T. G., 2019, J ORG CHEM, V84, P5855
[2]  
Adaikalam S., 2018, J ORG CHEM, V83, P14084
[3]   Sulfate ions in titania polymorphs [J].
Bokhimi, X ;
Morales, A ;
Ortíz, E ;
López, T ;
Gómez, R ;
Navarrete, J .
JOURNAL OF SOL-GEL SCIENCE AND TECHNOLOGY, 2004, 29 (01) :31-40
[4]   Use of solid superacid (Sulphated SnO2) as efficient catalyst in facile transesterification of ketoesters [J].
Chavan, SP ;
Zubaidha, PK ;
Dantale, SW ;
Keshavaraja, A ;
Ramaswamy, AV ;
Ravindranathan, T .
TETRAHEDRON LETTERS, 1996, 37 (02) :233-236
[5]  
Christophe A., 2014, CHEM REV, V114, P10829
[6]   Synthesis and in vitro antitumoral activity of new 3,5-dicyanopyridine derivatives [J].
Cocco, Maria T. ;
Congiu, Cenzo ;
Lilliu, Valentina ;
Onnis, Valentina .
BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (04) :1859-1867
[7]   Nicotinanilides as inhibitors of neutrophil chemotaxis [J].
Cutshall, NS ;
Kucera, KA ;
Ursino, R ;
Latham, J ;
Ihle, NC .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (11) :1517-1520
[8]   SULFATED TIN OXIDE: A REUSABLE AND HIGHLY EFFICIENT HETEROGENEOUS CATALYST FOR THE SYNTHESIS OF 2,4,5-TRIARYL-1H-IMIDAZOLE DERIVATIVES [J].
Dake, Satish A. ;
Khedkar, Mahesh B. ;
Irmale, Ghanshyam S. ;
Ukalgaonkar, Suhas J. ;
Thorat, Vinod V. ;
Shintre, Suhas A. ;
Pawar, Rajendra P. .
SYNTHETIC COMMUNICATIONS, 2012, 42 (10) :1509-1520
[9]   Discovery of structurally diverse HIV-1 integrase inhibitors based on a chalcone pharmacophore [J].
Deng, Jinxia ;
Sanchez, Tino ;
Al-Mawsawi, Laith Q. ;
Dayam, Raveendra ;
Yunes, Rosendo A. ;
Garofalo, Antonio ;
Bolger, Michael B. ;
Neamati, Nouri .
BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (14) :4985-5002
[10]   Acylation of naphthalenes and anthracene on sulfated zirconia [J].
Deutsch, J ;
Prescott, HA ;
Müller, D ;
Kemnitz, E ;
Lieske, H .
JOURNAL OF CATALYSIS, 2005, 231 (02) :269-278