The Mto Catalyzed Oxidation Of Synthetic N-imide Compound And 3 - Indole Replaced By The Synthesis Of Phthalides

The research on developing new organic synthetic methodologies is the focus of modem organic chemistry.This dissertation investigated the asymmetric synthesis of chiral 1,2-dihydroisoquiniline in water,catalytic oxidizing N-sulfinyl imines into N-sulfonyl imines,synthesis of 3-indole substituted phthalides catalyzed by acid catalyst.Chapter 2 described the research on the catalytic oxidizing N-sulfinyl into N-sulfonyl imines.Oxidized N-sulfinyl into N-sulfonyl imines catalyzed by MTO(2 mol%) and UHP(3 eq.) at room temperature in methanol.This MTO/UHP system was successfully applied to many substrates,the yield was up to 99%.Due to the importance of indole and phthalide in the organic chemistry and pharmaceutics,two new reaction system based on acid-promoted Friedel-Crafts addition of indole were described to synthesize 3-indole-substitued phthalides in Chapter 3.A series of 3-indolyl-substitued phthalides were synthesized at room temperature in DCM in excellent yield catalyzed by solid acid Amberlyst 15.And other important discovery is that 2-formylbenzoic acid can react with indole in pure water,the product of 3-indole-substitued phthalide was obtained in high yield.Chapter 4 described the research on the asymmetric synthesis of chiral 1,2-dihydroisoquiniline in water.Obtained the homoallylic amines of two (R)-N-t-butyl-substituted imines with yield of 99%and 95%promoted by metal In in saturated aqueous NaBr solution.The research on ring-close condition of the two amines is in the process.