Bismuth-Catalyzed Synthesis of 2-Substituted Quinazolinones

Tetrahedron Lett. 2018 Oct 17;59(42):3801-3805. doi: 10.1016/j.tetlet.2018.09.014. Epub 2018 Sep 7.

Abstract

The bismuth-catalyzed oxidative condensation of aldehydes with 2-aminobenzamide under aerobic conditions is reported using ethanol as the solvent. Good to excellent isolated yields (68-95%) of the corresponding 2-substituted quinazolinones were obtained under mild reaction conditions with excellent functional group tolerance. The quinazolinones were further functionalized to afford N-allylated quinazolinones, 2-aminopyridine derivatives, and annulated polyheterocyclic compounds via transition-metal catalyzed reactions.

Keywords: Bismuth; Catalysis; Condensation; Green chemistry; Quinazolinone.