Tandem one-pot synthesis of 2-arylcinnolin-6-one derivatives from arylhydrazonopropanals and acetoacetanilides using sustainable ultrasound and microwave platforms

Hamad M Al-Matar; Kamal M Dawood; Wael M Tohamy

doi:10.1039/c8ra06494f

Tandem one-pot synthesis of 2-arylcinnolin-6-one derivatives from arylhydrazonopropanals and acetoacetanilides using sustainable ultrasound and microwave platforms

RSC Adv. 2018 Oct 8;8(60):34459-34467. doi: 10.1039/c8ra06494f. eCollection 2018 Oct 4.

Authors

Hamad M Al-Matar¹, Kamal M Dawood², Wael M Tohamy³

Affiliations

¹ Chemistry Department, Faculty of Science, University of Kuwait P. O. Box 5969 Safat 13060 Kuwait h.almatar@ku.edu.kw +965 24816482 +965 24987559.
² Chemistry Department, Faculty of Science, Cairo University Giza 12613 Egypt dr_dawood@yahoo.com +20 235727556 +20 235676602.
³ Organometallic and Organometalloid Chemistry Department, National Research Centre Cairo Egypt.

Abstract

Several 2-arylcinnolin-6(2H)-one derivatives were synthesized via tandem annulation of a large number of 3-oxo-2-arylhydrazonopropanals with acetoacetanilide under three different heating modes (conventional heating, ultrasound and microwave irradiation) using triethylamine in ethanol. The factors affecting the optimization of the annulation process were thoroughly studied. The annulated structures were established on the basis of ¹H and ¹³C NMR and MALDI-TOF/MS spectral data as well as single crystal X-ray analysis.