Efficient solid-phase synthesis of quinazoline-2-thioxo-4-ones with SynPhase™ lanterns

We wish to report the efficient solid-phase synthesis of diverse quinazoline-2-thioxo-4-ones using SynPhase™ lanterns as solid supports. Although target compounds were obtained only with low purity using Wang resin, lanterns derivatized with long chain hydroxymethyl phenoxy linkers successfully gave products with high purity. Furthermore, subsequent reactions of quinazoline-2-thioxo-4-ones with various types of halides gave S-alkylated or S-arylated products with high purity, showing the usefulness of this chemistry for synthesizing diverse quinazoline-2-thioxo-4-one libraries.