Iron(II) triflate catalyzed synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones via the Biginelli reaction
Major
Biochemistry
Submission Type
Poster
Area of Study or Work
Chemistry
Faculty Advisor
Ram Mohan
Location
CNS Atrium
Start Date
4-12-2025 8:30 AM
End Date
4-12-2025 9:30 AM
Abstract
Dihydropyrimidinones and dihydropyrimidine thiones are biologically active compounds that have been of interest in the medicinal field. The most common synthetic route to these molecules is the Biginelli reaction, which involves a multicomponent condensation between an aldehyde, urea or thiourea, and a β-keto ester. This one-pot reaction is usually catalyzed by a Brønsted or Lewis acid. Although many catalysts, such as FeCl3, TaBr5, and TiCp2Cl2, have been reported to be efficient for the Biginelli reaction, they are toxic, corrosive, and hard to handle. Iron(II) triflate, Fe(CF3SO3)2, is a relatively inexpensive, easy to handle, and nontoxic Lewis acid, making it attractive from a green chemistry perspective. We now report the utility of iron(II) triflate as an efficient catalyst for the Biginelli reaction.
Iron(II) triflate catalyzed synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones via the Biginelli reaction
CNS Atrium
Dihydropyrimidinones and dihydropyrimidine thiones are biologically active compounds that have been of interest in the medicinal field. The most common synthetic route to these molecules is the Biginelli reaction, which involves a multicomponent condensation between an aldehyde, urea or thiourea, and a β-keto ester. This one-pot reaction is usually catalyzed by a Brønsted or Lewis acid. Although many catalysts, such as FeCl3, TaBr5, and TiCp2Cl2, have been reported to be efficient for the Biginelli reaction, they are toxic, corrosive, and hard to handle. Iron(II) triflate, Fe(CF3SO3)2, is a relatively inexpensive, easy to handle, and nontoxic Lewis acid, making it attractive from a green chemistry perspective. We now report the utility of iron(II) triflate as an efficient catalyst for the Biginelli reaction.