Superparamagnetic Iron Oxide as an Efficient Catalyst for the One-Pot, Solvent-Free Synthesis of 5,5-Disubstituted Hexahydropyrimidines and Their Spiro Analogues

Abstract

Superparamagnetic Fe3O4is shown to act as a very efficient catalyst for the one-pot, three-component synthesis of 5,5-disubstituted hexahydropyrimidines and their spiropiperidines. The catalyst is easily recovered by the use of an external magnet and reused in several reactions without any noticeable loss of activity. The products are obtained in short time and good purity upon separation of the catalyst and evaporation of the volatiles of the reaction mixture.

Synthesis and Cytotoxic Activity of 5-Benzoylhexahydropyrimidine Derivatives

“…Compounds containing a hexahydropyrimidine frag ment exhibit high biological activity, in particular those possessing antitumor [1], cytotoxic [2][3][4], antibacterial [5,6], antimalarial [7], antiviral [8], and nootropic [9] properties have been reported. Chemical modification of a pyrimidine ring via variation of initial components of the classical Mannich reaction [10][11][12] could change pharmacological properties and give rise to new potentially biologically active pyrimidine derivatives.…”

Cerium Supported Chitosan as an Efficient and Recyclable Heterogeneous Catalyst for Sustainable Synthesis of Spiropiperidine Derivatives

“…The spirocyclization seems to proceed via Knoevenagel, Michael and double Mannich reactions. [21][22][23][24] First, the cerium immobilised catalyst activates both indane-1,3-dione 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 Leaching study of Ce/chitosan catalyst:…”

“…[15][16][17][18][19][20] Owing to the importance of these compounds in the field of medicine, unexpectedly, there are only few protocols available in literature documenting the synthesis of these spiro compounds. [21][22][23][24] However, many shortcomings associated with these protocols include the use of homogeneous catalysts, toxic solvents, long reaction times and very limited substrate tolerance. Therefore, it is highly 4 desirable to develop an efficient protocol for the synthesis of spiropiperidine adducts which is highly efficient, environmental friendly, tolerates wide range of substrates and involves the reuse of the catalyst.…”

One‐potandtwo‐potmethods for chalcone derived pyrimidines synthesis and applications

“…[85] in acidic or basic media with urea derivatives. [86][87][88][89] Several other strategies have also been reported using either one-pot Flögel reaction, [90] Biginelli reaction, [91][92][93][94][95][96][97] or multipot reactions. [98,99] Besides, various conditions have been employed during the synthesis of pyrimidine (i.e., microwave, [100][101][102] ultrasonic-MW, [103] ultrasonic irradiations.…”