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بیست و نهمین کنفرانس شیمی آلی ایران
Synthesis of 3,4-Dihydropyrimidine Compounds via the Biginelli Reaction Catalyzed by Cu-1,3-Oxazolidine Complex
نویسندگان :
Fatemeh Ajormal ( دانشگاه زنجان ) , Rahman Bikas ( دانشگاه بینالمللی امام خمینی (ره) ) , Nader Noshiranzadeh ( دانشگاه زنجان ) , ٍElaheh Shahmoradi ( دانشگاه زنجان )
کلید واژه ها :
Catalyst،Synthesis،Biginelli،Multicomponent Reactions
چکیده مقاله :
Multicomponent reactions have become indispensable tools in modern synthetic chemistry and medicine. These reactions are highly significant in organic chemistry due to their remarkable pharmaceutical properties. Biginelli is the well known reaction in organic chemistry for the synthesis of valuable biological compounds with neuroprotective, antiparasitic, antiviral, antitumor, anti-inflammatory, and anticancer activities1. The Biginelli reaction is typically performed using aromatic aldehydes, urea/thiourea, and ethyl acetoacetate or its derivatives2. In the absence of a catalyst, it is difficult to form products with a good yield and catalysts play an essential role in this reaction. Copper catalysts can efficiently catalyze this reaction and they have attracted considerable attention in recent years3. In this work, a mononuclear Cu(II) complex, ([Cu(L)Cl2]•CH3OH where L is (2-pyridin-2-yl-1,3-oxazolidine-4,4-diyl)dimethanol), was synthesized by the reaction of CuCl2.H2O with N- and O-donor ligand in methanol. The complex was characterized by FT-IR, UV-Vis, and elemental analysis. The crystal structure of the synthesized Cu(II) complex has been determined by single-crystal X-ray diffraction analysis which indicates that the Cu(II) ion adopts distorted square pyramidal geometry. The catalytic activity of Cu(II) complex was investigated in the synthesis of 3,4-dihydropyrimidine compounds via classical Biginelli reaction. The results demonstrate this complex exhibits high catalytic activity (low reaction times and high yields) in the synthesis of 3,4-dihydropyrimidine compounds.
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