İsoindolsübstitüe-kalkon Türevlerine İyot Katalizli Tiyofenol Katılması

Year 2020, Volume: 7 Issue: 1, 161 - 169, 28.06.2020

Yakup Budak Ahmet Doğan Çakır Oğuz Özbek Meliha Burcu Gürdere Mustafa Ceylan

https://doi.org/10.35193/bseufbd.721691

Abstract

Kalkon ve isoindol türevleri önemli biyolojik aktivitelere sahip bileşiklerdir. Bu iki birimi aynı yapıda taşıyan hibrit moleküllerinde biyolojik aktivite gösterdikleri bilinmektedir. Ayrıca β-merkaptanlar bazı biyoaktif bileşiklerin sentezi için başlangıç materyali olarak kullanılmaktadırlar. Bu çalışmada, isoindolsübstitüe-kalkon türevlerine (3a-j) moleküler iyot katalizörlüğünde tiyofenol katılarak yeni β-merkapto karbonil bileşikleri, ((3aR,4S,7R,7aS)-2-(4-(3-(feniltiyo)-3-(aril)propanol)fenil)-3a,4,7,7a-tetrahidro-1H-4,7-metanisoindol-1,3(2H)-dion) (5a-j) yüksek verimler ile elde edildi. Elde edilen yeni bileşiklerin yapıları 1H-NMR, 13C-NMR, FT-IR ve Elementel Analiz spektroskopik yöntemleri kullanılarak aydınlatıldı.

Keywords

Kalkon, İsoindol, Tiyofenol, β-Merkaptokarbonil

Supporting Institution

Gaziosmanpaşa Üniversitesi BAP Koordinatörlüğü ve TÜBİTAK tarafından desteklenmiştir.

Project Number

GOÜ BAP (Proje No: 2015/117) ve TÜBİTAK (Proje No: 111T990)

Thanks

Gaziosmanpaşa Üniversitesi Bilimsel Araştırma Projeleri Koordinatörlüğü (Proje No: 2015/117) ve TÜBİTAK (Proje No: 111T990) tarafından desteklenmiştir.

Iodine-Catalyzed Addition of Thiophenol to Isoindolsubstitue Chalcones

Abstract

Chalcone and isoindol derivatives possess significant biological activities. Also, ıt is known that hybrid molecules carrying these two units in the same structure show biological activity. In addition, -mercaptans are used as the starting material for the synthesis of some bioactive compounds. In this work, new β-mercapto carbonyl compounds (5a-j), (3aR,4S,7R,7aS)-2-(4-(3-(phenylthio)-3-(aryl)pyridyl)aminocarbonyl-propanol)phenyl)-3a,4,7,7a-tetrahydro-1H-7-methanoisoindole-1,3(2H)-dione), were obtained by molecular iodine-catalyzed addition of thiophenol to isoindol substituted chalcone derivatives (3a-j) in high yields. The structures of the obtained new compounds were clarified by 1H-NMR, 13C-NMR, FT-IR and Elemental Analysis spectroscopic methods.

Keywords

Chalcone, Isoindole, Thiophenol, β-Mercaptocarbonyl

Project Number

GOÜ BAP (Proje No: 2015/117) ve TÜBİTAK (Proje No: 111T990)

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