121st General Meeting of the KCS

Type Symposium
Area Current Trends in Organic Chemistry I: New Reactions and Methodology
Room No. Halla Hall B
Time THU 17:00-:
Code ORGN1-4
Subject Efficient Synthetic Methods of N-Heterocyclic Compounds via Non-classical Cycloadditions
Authors Eun Jeong Yoo
Department of Chemistry, Kangwon National University, Korea
Abstract N-heterocycle-containing molecules are extensively studied for synthesis and their applications not only in medicinal chemistry but also in optics, electronics, and material sciences. Therefore, in the last decade, considerable efforts have been performed in designing and carrying out innovative synthetic tools in heterocyclic chemistry. However, the modification of structurally complex compounds requires selective recognition of subtle steric and electronic differences between potential reactive sites and is therefore very difficult. Dipolar cycloaddition is a powerful and widely used strategy for synthesizing heterocyclic compounds in a single operation without giving rise to byproducts. However, most studies of cycloadditions have mainly focused on [3+2]-dipolar cycloaddition for the formation of five-membered ring systems, while scarce attention has been focused on the development of higher-order dipolar cycloadditions for the construction of medium-sized or fused heterocycles. In this presentation, the site-selective dipolar cycloaddition between N-heteroaromatic zwitterions and dipolar species, which is extraordinary tools for the formations of fused N-heterocyclic compounds, will be present. To the best of our knowledge, the developed reaction is the first example of site-divergent selectivity in the dipolar cycloadditions.
E-mail ejyoo@kangwon.ac.kr