Metal-Catalyzed Construction Of Fused Pyrroles And Spiropyrrolidines

As the most valuable heterocyclic skeletons,fused pyrroles and spiropyrrolids are widely found in natural products and bioactive compounds.The main research contents of this thesis include the following two parts:1)Rhodium-catalyzed tandem reaction of triazole to construct fused pyrroles.2)Copper-catalyzed 1,3-dipolar cycloaddition reaction of azomethine ylides to construct spiropyrrolids.In the first part,taking triazoles and MBH adducts as substrates,on the basis of O-H insertion of rhodium-azavinylcarbenes with MBH adducts,we have developed a novel and efficient protocal for the synthesis of 3,4-fused pyrroles in good yields through O-H insertion/claisen rearrangement/base-catalyzed intramolecular cyclization and oxidation tandem reaction.In the second part,based on our continuing efforts in metal-catalyzed 1,3-dipolar cycloaddition of azomethine ylides,we further expanded the types of dipolarophile.The catalytic asymmetric[3+2]cyclo addition of azomethine ylides with exocyclic electron-deficient olefins has been described,providing a series of spiropyrrolids with excellent yields(up to 99%)and enantioselectivities(up to 99%ee).In addition,the diastereomers could be obtained by changing the chiral ligands in the reaction.