0% Complete
صفحه اصلی
/
بیست و نهمین کنفرانس شیمی آلی ایران
Formation of Spiro[benzopyrrolothiazole-thioazlactone] Conjugates from Erlenmeyer Thioazlactones and Azomethine Ylides
نویسندگان :
Hamideh Shirazi ( دانشگاه شهید بهشتی ) , Issa Yavari ( دانشگاه تربیت مدرس )
کلید واژه ها :
Azomethine ylides،conjugated rings،Huisgen reaction،spiro compound،Erlenmeyer thioazlactone
چکیده مقاله :
Department of Chemistry, Tarbiat Modares University, PO Box 14115-175, Tehran, Iran Pyrrolidines are privileged heterocyclic structures in permitted drugs, and their broad biological applications suggest this skeleton to be an advantaged structure in drug discovery. Spiropyrrolidine, as a branch of the pyrrolidine molecule, has several special biological activities and it is considered an attractive synthetic target. We have developed an operational approach for a diastereoselective synthesis of functionalized spiro[benzopyrrolothiazole-thioazlactone] conjugates from Erlenmeyer thioazlactones and azomethine ylides, which features that four stereogenic centers were simultaneously created with excellent diastereoselectivity. Thus, the azomethine ylides, generated in situ from reaction of 3-(2-oxo-2-arylethyl)benzo[d]thiazol-3-ium bromides, were seized by 5-alkenylrhodanins featuring exocyclic double bonds that enables the diastereoselective formation of polyfunctionalized spiroheterocycles in good yields. Clear evidence for the stereochemistry of a typical product was obtained from single crystal X-ray analyses.
لیست مقالات این رویداد
ثمین همایش، سامانه مدیریت کنفرانس ها و جشنواره ها
