1,10-Phenanthroline as a versatile catalyst in synthesis of tetrahydrobenzo[b]pyrans in aqueous media
Subject Areas :
اسداله حسن خانی
1
(دانشیار شیمی آلی، گروه پژوهشی مواد نو، پژوهشکده مواد، پژوهشگاه علوم و تکنولوژی پیشرفته و علوم محیطی، دانشگاه تحصیلات تکمیلی صنعتی و فناوری پیشرفته کرمان، کرمان، ایران)
الهه مصدق
2
(دانشیار شیمی آلی، گروه پژوهشی مواد نو، پژوهشکده مواد، پژوهشگاه علوم و تکنولوژی پیشرفته و علوم محیطی، دانشگاه تحصیلات تکمیلی صنعتی و فناوری پیشرفته کرمان، کرمان، ایران)
Keywords: Multicomponent reaction, Tetrahydrobenzo [b]pyrans, Phenanthroline, versatile catalyst,
Abstract :
1,10-Phenanthroline entails several appealing structural and chemical properties: basicity, rigidity, aromaticity, planarity, and chelating capability. This makes it a versatile catalyst in organic chemistry. An efficient and environmentally friendly method for the synthesis of tetrahydrobenzo[b]pyrans as important pharmaceutical compounds has been developed using Phenanthroline (%5 mol( as an organocatalyst. A mixture of an aromatic aldehyde, malononitrile, and 1, 3-dicarbonyl compounds in the presence of the Phenanthroline as homogeneous catalyst at 50º in H2O/EtOH resulted in excellent yields of the corresponding products. This new methodology is of interest due to use of aqueous media as a green solvent system, its short reaction time, high yields, and no further purification.