13 اردیبهشت 1403

محبوبه زاهدی فر

مرتبه علمی: دانشیار
نشانی: جیرفت، کیلومتر 8 جاده بندرعباس، دانشگاه جیرفت
تحصیلات: دکترای تخصصی / شیمی آلی
تلفن:
دانشکده: دانشکده علوم پایه

مشخصات پژوهش

عنوان
Unexpected regio‑ and stereoselective [4+3] cycloaddition reaction of azomethine ylides with benzylidene thiazolidinediones: synthesis of pharmacologically active spiroindoline oxazepine derivatives and theoretical study
نوع پژوهش مقاله چاپ شده
کلیدواژه‌ها
Regioselectivity · Spiroindoline oxazepine · [4+3] Cycloaddition reaction · Pharmacologically active · Theoretical NMR analysis
پژوهشگران محبوبه زاهدی فر، بهجت پورامیری، فرشته عزتی قادی، راضیه رضوی پاریزی، عبدالله رمضانی قرا

چکیده

An unexpected regio- and stereoselective [4+3] cycloaddition reaction of azomethine ylides with 5-benzylidenethiazolidine-2,4-diones has been successfully developed for the synthesis of the novel pharmacologically active 4′,5′-dihydro-3′Hspiro[indoline-3,2′-[1, 3] oxazepin]-2-one derivatives in basic condition. Easy purifcation, high yield, short experimental time and operational simplicity are specifc advantages of this protocol. Furthermore, all the synthesized compounds have been evaluated for antioxidant and antibacterial activities. According to the results, most of the synthesized compounds exhibited DPPH radical scavenging activity and nine of them showed antibacterial properties. The reaction mechanism and 1 H NMR spectrum have been evaluated by B3LYP/6311G method.