Ultrasound-Assisted One‐Pot Synthesis of 9-(Substituted heteroaryl) acridinedione Derivatives

Yıl 2021, Cilt: 9 Sayı: 5, 1610 - 1620, 31.10.2021

Duygu Bayramoğlu Mehtap Özgür

https://doi.org/10.29130/dubited.926881

Öz

An efficient green approach for the synthesis of 9-heteroaryl-acridine-1,8-dione derivatives (3a-f) was accomplished via reactions of dimedone (1) with various heteroaromatic aldehydes (2a-f) and ammonium acetate through one-pot multicomponent reactions in water under mild conditions using ultrasound irradiation in excellent yields. Of the synthesized compounds, 3d-f were novel and this process presents the advantages of high yields and easy work-up procedures. Spectral analyses were accomplished by FTIR, 1H NMR, 13C NMR and LC-MS TOF analyses.

Anahtar Kelimeler

Multicomponent reactions, Dihydropyridine, Heteroaromatic aldehydes, Dimedone, Ultrasound irridiation

Ultrases Destekli 9-(Substitue heteroaril) akridindion Türevlerinin Tek Basamakta Sentezi

Öz

Bu çalışma ile 9-heteroaril akridin-1,8-dion türevlerinin (3a-f) sentezi için yeşil kimya yaklaşımını benimseyen etkili bir yöntem geliştirilmiştir. Dimedon’un (1), çeşitli heteroaromatik aldehitlerle (2a-f) amonyum asetat kullanılarak sulu ortamda ve tek kapta ultrases dalgaları ile reaksiyonları gerçekleştirilmiştir. Bu yöntem ile ılıman koşullar altında, hedeflenen moleküller yüksek verimle elde edilmiştir. Ayrıca yöntemin kolay uygulanabilir olması ve deney sonrası işlemlerinin son derece basit olması en önemli çalışma avantajlarındandır. Sentezlenen bileşiklerden 3d-f orijinal moleküller olup, elde edilen tüm ürünlerin karakterizasyonları FTIR, 1H NMR, 13C NMR ve LC-MS TOF analizleri kullanılarak gerçekleştirilmiştir.

Anahtar Kelimeler

Çok bileşenli reaksiyonlar, Dihidropiridin, Heteroaromatik aldehitler, Dimedon, Ultrases

Kaynakça

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