Selective Thiocyanation and Aromatic Amination To Achieve Organized Annulation of Enaminone with Thiocyanate
Jun Zhang, Mengyao She, Lang Liu, Xukai Feng, Li Yao, Hua Liu, Tingting Zheng, Xin Leng, Ping Liu, Shengyong Zhang, Jianli Li
Abstract
A tandem insertion of thiocyanate to enamine was performed for the regioselective synthesis of multisubstituted benzoimidazo[2,1-b]thiazoles. This method was shown to be effective in addressing the issue of isomerization encountered in common strategies. With a change made to the leading group on the aniline fragment of enamine, the reaction achieved different transformations, thus enabling multisubstituted benzo[4,5]imidazo[2,1-b]thiazoles and thiazoles in satisfactory yields.
Topics & Concepts
ChemistryEnamineAnnulationAminationPotassium thiocyanateTandemRegioselectivityCombinatorial chemistryIsomerizationAnilineThiazoleOrganic chemistryCatalysisMaterials scienceComposite materialSulfur-Based Synthesis TechniquesSynthesis and Catalytic ReactionsSynthesis of heterocyclic compounds