Studies on synthetic strategies of pyridine-containing compounds

Abstract

The pyridine scaffolds are important core of various natural products and pharmaceuticals, therefore, lots of effective methods using pyridinium salts have been reported with high selectivity. This dissertation described synthetic strategies about the compounds containing pyridine derivatives. Chapter 1 introduced the radical pathway for site-selective functionalization of N-amidopyridinium salts using alkyl radical from alcohol feedstocks. The reaction is promoted by SET process derived from FLPs between pyridinium salt and phosphine. The in-situ-generated xanthate anion is used for the deoxygenative transformation of alcohols, and facilitates the reaction by formation of the electron donor-acceptor complex with pyridinium salts under visible light irradiation. This reaction method features broad functional group tolerance, and high site-selectivity at the C4 position of pyridines. Chapter 2 reports the development of BTK inhibitor introducing pyridine scaffolds, which suggests the medicinal applications of organic synthesis.