Quinazoline is a very important ring in natural product synthesis as well as medicinal chemistry. Today, I want to show you a synthesis described by Timothy T. Curran et al. from Pfizer, Ann Arbor, Michigan, where the quinazolinediones have been synthesized by an intramolecular nucleophilic aromatic substitution, using NaH or NaHMDS to generate the dianion for the cyclization, with yields between 67-83% on multigram scale (R=OMe:520g, R=Me:250g).
By the way, the final molecules are potent gyrase/topoisomerase inhibitors.
