An efficient and green synthesis of 2-phenylquinazolin-4(3<i>H</i>)-ones via <i>t-</i>BuONa-mediated oxidative condensation of 2-aminobenzamides and benzyl alcohols under solvent- and transition metal-free conditions

Abstract Quinazolinone synthesis usually requires employing sensitive substrates, hazardous solvents, large excess oxidants, and expensive catalysts. In this study, an efficient environmentally benign pathway was developed to synthesize 2-phenylquinazolin-4(3 H )-one via oxidative coupling between commercially available stable chemicals, including 2-aminobenzamide benzyl alcohol without toxic oxidizing agents transition-metal A high yield of the desired product (up 84%) obtained at 120°C for 24 h in presence oxygen as a green oxidant t -BuONa base. Importantly, study scope expanded toward successfully producing various derivatives moderate-to-good yields. Furthermore, control experiments proposed that conversion involved initial partial oxidation benzaldehyde intermediate under basic conditions, followed by condensation, intramolecular nucleophilic addition, dehydrogenation )-one.