121st General Meeting of the KCS

Type Poster Presentation
Area Organic Chemistry
Room No. Event Hall
Time 4월 19일 (목요일) 11:00~12:30
Code ORGN.P-317
Subject Synthesis of Bicyclic Isothiazoles through an Intramolecular Rhodium-Catalyzed Transannulation of Cyanothiadiazoles
Authors Ilyong Jung, Gi Uk Han1, Phil Ho Lee1,*
department of chemistry, Kangwon National University, Korea
1Department of Chemistry, Kangwon National University, Korea
Abstract

Bicyclic isothiazole ring systems are privileged structural motifs found in many pharmaceutical compounds and functional materials. They have been widely used as significant privileged scaffolds in a myriad of areas such as organic electroluminescent materials, semiconductors, pesticides, anticancer drugs, and ligands. Thus, development of an efficient synthetic method for functionalized bicyclic isothiazoles is highly desired. Therefore we developed an intramolecular Rh(I)-catalyzed transannulation of readily available cyanothiadiazoles containing an ester, amide, or ether as a linker, serving as an efficient platform for the construction of a wide range of bi-, tri-, and tetracyclic isothiazoles in good to excellent yields together with the release of molecular nitrogen. These results suggest that the carbon atom in the α-thiavinyl carbene is nucleophilic and that the sulfur atom is electrophilic.

E-mail qkqhzz1234@gmail.com