Copper-Catalyzed Cascade Reactions To Construct Sulfur/Nitrogen-Containing Compounds

This thesis is mainly focused on copper-promoted/catalyzed cascade reactions for the synthesis of thioether compounds, isoquinolinone derivatives and indole-2-carbaldehydes. The main content is consist of three parts:One is about sulfuration reaction of C(sp~2)-H bond of enaminones with elemental sulfur in the presence of CuBr. It provided an efficient method for the synthesis of thioethers in moderate to good yields. The protocol was also applicable to synthesize selenides when selenium powder was used instead of sulfur powder.The second is a practical Cu(Ⅰ)-catalyzed cascade cyclization of benzoate with enaminones to construct isoquinolinone derivatives. This transformation achieves new C-C/C-N bond formation under mild conditions, wherein a wide range of enaminones could be tolerated in this system.The third is about copper-catalyzed construction of indole-2-carbaldehydes through intramolecular addition and oxidation cascade. N-fluorobenzenesulfonimide(NFSI) is demonstrated to be the radical initiator for the transformation of 2-alkynyl aniline. Current work is still in progress.