Visible-light-mediated Nucleophilic Addition Of Tertiary Amines To Unsaturated Double Bond Compounds

Direct sp3C-H functionalization adjacent to a nitrogen atom has become animportant synthetic method of nitrogen containing compounds. Two pathways aregenerally proposed for the N--sp3C-H functionalization: one involves iminium ionintermediates; the other one goes through-aminoalkyl radicals. Visible-light drivenorganic chemical reaction is considered to be an efficient and sustainable approach.Visible-light is considered an ideal reagent for environmentally-friendly chemicalsynthesis. Unlike many conventional reagent, light is non-toxic, generates no waste, andis virtually unlimited. This thesis research work focuses on visible light promoted-amino alkyl radical addition reactions to isocyanates, isothiocyanates, aldehydes andimines.This dissertation is divided into three parts:The first chapter is a summary of the research progress on visible-light photoredoxreaction, and N--sp3C-H formationalization reaction of the researches involvedtertiary amine.The second chapter is about visible light catalytic reaction of tertiary amines andisocyanate or isothiocyanate to form amides or thioamides. It is the first report thatFIrpic acts as the visible light catalyst.The third chapter is about visible-light-promoted synthesis of1,3-diamines or1,3-amino alcohols. Tertiary amine C-H functionalized was achieved usingphotocatalyst Ru(bpy)32+. Radical addition to aldehyde or imine get1-hydroxy-3-aminocompound or1,3-diamine compounds.