Syntheses Of2-aminobenzothiazoies And Propargylamines Via Tandem Reactions Catalyzed By Copper Or Ruthenium In The Ionic Liquid

This dissertation consists of two parts:Part one: We investigated CuSO4/1,10-phenanthroline catalyzed tandem reactionsof2-iodoanilines with isothiocyanates in room temperature ionic liquid [bmim][PF6].It was found that CuSO4/1,10-phen-catalyzed tandem reactions of2-iodoanilines withisothiocyanates proceeded smoothly at80°C in [bmim][PF6] to afford a variety of2-aminobenzothiazoles in high yields. A wide range of electron-withdrawing orelectron-donating substituents were well tolerated. The CuSO4/1,10-phen/[bmim][PF6]catalytic system can be recycled and reused for six times without significant loss ofcatalytic activity. The developed methodology has provided a new, practical, andgreen route for the synthesis of2-aminobenzothiazoles via copper-catalyzed tandemreactions of2-iodoanilines with isothiocyanates.Part two: We investigated RuCl3·3H2O/CuBr catalyzed cascade three componentreactions of aldehydes, amines and terminal alkynes in a mixed solvent of [bmim][PF6]and water. The results showed that cascade three component reactions of aldehydes,amines and terminal alkynes proceeded smoothly at60°C in the presence of3mol%RuCl3·3H2O and30mol%CuBr in [bmim][PF6]/H2O (2/1) to produce a variety ofpropargylamine derivatives in moderate to excellent yields. The RuCl3·3H2O/CuBr/[bmim][PF6]/H2O system can be recycled and reused for six times without significantloss of catalytic activity, providing a practical and green route to propargylaminederivatives.