Eco-friendly H₂O₂ oxidation of 1,2-dihydroquinazoline-3-oxides to quinazoline-3-oxides

Abstract

2-Aminobenzaldehyde, 1-(2-aminophenyl)ethanone, and 2-aminophenyl phenyl methanone oximes 1 were reacted with aromatic aldehydes to give the corresponding 1,2-dihydroquinazoline-3-oxides 2. The latter were converted in high yields to a series of quinazoline-3-oxides 3 using an environmentally benign H₂O₂-tungstate oxidant system at room temperature. A high yielding one-pot procedure was also developed for the synthesis of compounds 3.

Graphical Abstract

Keywords:

• 1,2-dihydroquinazoline-3-oxide
• H₂O₂ oxidation
• N-oxides
• quinazoline
• quinazoline-3-oxide

Additional information

Funding

The present work was financially supported by Bursa Uludağ University Research Fund (Project No: DDP(F)-2020/6).