Affiliation:
1. Department of Chemical Science and Engineering, Kobe University
2. Research Center for Membrane and Film Technology, Kobe University
Abstract
AbstractA regiocontrolled functionalization of a pyridylthiophene scaffold was accomplished. Regioselectivity for deprotonation of the pyridylthiophene was switched by changing the reaction conditions, including the metal amide base and the solvent. Subsequently, in situ transmetalation and halogen dance on the corresponding organometallic species were controlled by additives and the reaction temperature, as well as by the above reaction conditions. This method successfully enabled the synthesis of four iodinated constitutional isomers from a single starting material, 2-(5-bromo-2-thienyl)pyridine.
Funder
Hyogo Science and Technology Association
Japan Society for the Promotion of Science