Abstract The syntheses and reactions of various thieno [2, 3-c]-and thieno [3, 2-c] pyridines are described. Molecular orbital calculations were performed on thieno [2, 3-c] pyridine (1) in order to determine the most susceptible sites to electrophilic and nucleophilic attack. Superdelocalizability values, S r-are reported for each position in this molecule to give relative orders of reactivity towards the two types of reactions. Electrophilic attack was ...