New Methods for the Rapid Synthesis of Thiazoles

Abstract

Chapter 1 provides an overview on, thiazole-containing natural products, cyclic peptides, their biological activities and methods for their synthesis based upon the Hantzsch approach and modifications of the Hantzsch thiazole synthesis. It discusses the application of modern alternative automated reaction platforms in for the synthesis of thiazoles, such as solid-phase peptide synthesis, microwave-assisted synthesis and flow chemistry. Chapter 2 aims of the project. Chapter 3 describes the preparation of amide and thioamide derivatives, and treatment of ethyl bromopyruvate with thioamides in the absence of catalysts under microwave irradiation has been developed as a convenient method for the synthesis of thiazoles. The products were formed rapidly and in high yields. Chapter 4 describes a new route that have been developed for the synthesis of chiral thiazole-containing amino acids in the liquid phase using Robinson-Gabriel cyclisation, and the potential of these methods to be automated in the solid phase so they can be integrated into automated natural product synthesis. Chapter 5 describes a new microwave-assisted method for the synthesis of dihydropyrazinones is achieved by mixed anhydride coupling reaction of 2,2-diethoxy-ethanamine with Fmoc-protected amino acids followed by cyclisation reactions via acid catalyzed.