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An Efficient, High Yielding Protocol for the Synthesis of Functionalized Quinolines via the Tandem ddition/Annulation Reaction of O-Aminoaryl Ketones with α-Methylene Ketones

عنوان مقاله: An Efficient, High Yielding Protocol for the Synthesis of Functionalized Quinolines via the Tandem ddition/Annulation Reaction of O-Aminoaryl Ketones with α-Methylene Ketones
شناسه ملی مقاله: ISOC26_073
منتشر شده در بیست و ششمین سمینار شیمی آلی ایران در سال 1397
مشخصات نویسندگان مقاله:

Mahdi Hussain Zadeh - Department of Chemistry, Faculty of Sciences, University of Birjand, Birjand, Iran
Seyyedeh Ameneh Alavi Gol - Department of Chemistry, Faculty of Sciences, University of Birjand, Birjand, Iran
Mohammad Ali Nasseri - An Efficient, High Yielding Protocol for the Synthesis of FunctionalizedQuinolines via the Tandem Addition/Annulation Reaction of O-AminoarylKetones with α-Methylene Ketones

خلاصه مقاله:
Quinolines are well known for a wide range of medicinal properties being used as antimalarial,antiasthmatic, antihypertensive, antibacterial and tyrosine kinase inhibiting agents [1].They are also applied for the preparation of nano and meso structures having enhanced electronicand photonic properties [2]. Thus, the synthesis of quinolines is an important and usefultask in organic chemistry. The Friedlander annulation is a straight forward synthesis of thesecompounds [3]. This method involves the acid or base catalyzed or thermal condensation betweenα-2-aminoaryl ketone and another carbonyl compound possessing a reactive α-methylene group followed by cyclodehydration.We recently observed that CaFe2O4@SiO2@SO3H catalyzes the synthesis of quinolines undermild conditions (Fig. 1). Initial research was focused on the reaction between α-2-aminoarylketone and another carbonyl compound possessing a reactive α-methylene group followed bycyclodehydration and different solvents and different amounts of the catalyst were tested tofind the optimized conditions. The easy removal of the catalyst makes this method a suitablechoice for the synthesis of new biologically active compounds. A simple process, short reactiontime, green condition, availability and use of inexpensive reagents make the procedurenovel and unique. High yields (75-96%) are other advantages of our method.

صفحه اختصاصی مقاله و دریافت فایل کامل: https://civilica.com/doc/913444/