Solid support synthesis of 2,4-disubstituted thiazoles and aminothiazoles

3-Iodobenzoic acid was loaded on Rink amide resin. Pd(0) coupling reaction with tributyl(1-ethoxyvinyl)tin followed by bromination using NBS gave an α-bromoketone bound to a solid support. Condensation of thioamide or thiourea, followed by TFA cleavage from the resin, gave 2,4-disubstituted thiazoles or 2-aminothiazoles, respectively. The primary amine of aminothiazole was treated with various acyl or sulfonyl chlorides to provide 2-substituted thiazole analogs.