Pr(OTf) 3 CATALYZED SYNTHESIS OF N-SUBSTITUTED DECAHYDROACRIDINE-1,8-DIONES


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Turgut Z., Demircan C.

BALKAN 10th INTERNATIONAL CONFERENCE ON APPLIED SCIENCES, Kırklareli, Türkiye, 6 - 08 Ocak 2024, ss.49

  • Yayın Türü: Bildiri / Özet Bildiri
  • Basıldığı Şehir: Kırklareli
  • Basıldığı Ülke: Türkiye
  • Sayfa Sayıları: ss.49
  • Yıldız Teknik Üniversitesi Adresli: Evet

Özet

Acridinediones and their derivatives possess a wide range of pharmaceutical activities,

including antimicrobial, antimalarial, antitumor, anticancer, antibacterial, fungicidal, and DNA

binding properties. These derivatives have beenused in chemotherapy for the treatment of

cancer and in the treatment of cardiovascular diseases, such as angina pectorisand hypertension.

In addition, acridinediones exhibit important properties such as high fluorescence efficiency

allowing them to be used as laser dyes1.

In our studies the reaction between dimedone (2 mmol), substitutedbenzaldehyde (1 mmol),

and aryl amine (or ammonium acetate) (1 mmol) was performed in traditional organic solvent,

EtOH. The reaction mixture was stirred for 8h at 80oC to obtain of N-substituted

decahydroacridine-1,8-dione. Firstly, a three-component one-pot system was performed in the

presence of a catalyst, Praseodymium(III) trifluoromethanesulfonate, Pr(OTf)3.

Then, 3,3,6,6-Tetramethyl-9,10-(substituted phenyl)-3,4,6,7,9,10-hexahydroacridine -1,8

(2H,5H)-dione acridine-dione compounds were synthesized with good yields by using the stepby-

step reaction method.

Their structures were clarified by IR, NMR (1H and 13C) spectra.