Studies On [3+2] Annulation Of Quinone Imine Ketals

Quinone imine ketals are one of the important classes of quinone compounds in organic chemistry.A number of new substrates,new catalysts and new reaction models have been designed and used in the development of methodologies of quinone imine ketals over the past several years.Designing new substrates and catalytic system suitable for quinone imine ketals still remains an important issue in the chemistry of quinone imine ketals.Based on the electrophilic reactivity of quinone imine ketals,this thesis mainly concerns about the studies of [3 + 2] annulation of quinone imine ketals and enol ethers.Under the cooperative catalysis using Zn(OTf)2 and N-containing bidentate ligands,this annulation reaction between quinone imine ketals and 2,3-dihydrofuran provides a synthetically useful method for constructing a series of hydrofuranindole scaffolds,wherein desired reactivity with up to 90% yield could be obtained in the model reaction.Although the substrate scope for this reaction remains to be further explored,the current studies to some extent enrich the chemistry of quinone imine ketals.