SUBJECT

Chemistry of Heteroaromatic Compounds

lecture

Master

Faculty of Science

Chemistry MSc

2

Semester 1/3

Autumn semester

Heteroaromaticity; comparison of electron rich and electron deficient heteroaromatic systems. Synthesis of pyrrole, furane, thiophen, diazoles, oxygen- and sulfur-containing azoles and their benzologues. Reactivity of five-membered heterocycles. Synthetic possibilities of the pyridine ring and its benzologues with particular respect to modern methods. Synthesis of diazines and their benzologues. Reactivity of six-membered heteroaromatics. Synthesis and reactivity of fused ring systems with bridge-head nitrogen atom. Zwitterionic ring systems: synthesis and reactivity. Ring transformation of heterocyclic compounds. Small (3- and 4-membered) and large (7-membered) ring skeletons. Nomenclature of heterocycles.

• J. A. Joule, K. Mills, G. F. Smith: Heterocyclic Chemistry, Chapman and Hall, London, 3rd ed., 1995.

• A. R. Katritzky: Handbook of Heterocyclic Chemistry. Pergamon Press, Oxford, 1985

• A. D. McNaught: The Nomenclature of Heterocycles. Adv. Heterocycl. Chem., 1976, 20, 175.