One-Pot Synthesis of Quinazolines via Elemental Sulfur-Mediated Oxidative Condensation of Nitriles and 2-(Aminomethyl)anilines

A strategy for the synthesis of quinazolines via elemental sulfur-mediated oxidative condensation of nitriles and 2-(aminomethyl)anilines was developed. The reaction was carried out under metal-/solvent-free conditions, tolerates a wide range of functional groups to provide the corresponding products in 56%-91% yield, and can be performed on a gram-scale. The UV/Vis absorption and fluorescence spectra of several product derivatives were measured to study their photophysical properties.

Automated summary

A strategy for the synthesis of quinazolines via elemental sulfur-mediated oxidative condensation of nitriles and 2-(aminomethyl)anilines was developed. This metal-/solvent-free reaction tolerates a wide range of functional groups and provides the corresponding products in high yield, making it suitable for gram-scale reactions. The photophysical properties of several product derivatives were studied through UV/Vis absorption and fluorescence spectra analysis.