Study On The Dearomatization Reactions Of Naphthol

Phenols,the cheap and easily available chemical raw materials,are widely exist in nature.Phenols and naphthols with a planar structure can be converted into functional three-dimensional structured compounds through dearomatization reactions,which is an effective way to construct highly functionalized cyclohexadienones that appear in diverse biologically active natural products and pharmaceuticals.Therefore,the dearomatization strategy is developed as an important way for the synthesis of complex natural products.Based on this background,we studied the asymmetric allyl dearomatization of naphthol catalyzed by transition-metals,and the hydroxylation dearomatization as well as amination dearomatization of naphthol.This thesis is divided into three chapters:In the first chapter,a series of research results on the dearomatization of naphthol in recent years,as well as the use of some dearomatization products to synthesize pharmaceutical active molecules and natural products were reviewed in detail.In the second chapter,a palladium-catalyzed asymmetric allyl dearomatization of β-naphthol and α-naphthol with alkoxyallenes was explored.In addition,we carried out research deeply on the reaction conditions and substrate scope,and finally obtained allyl dearomatic compounds with good yield and high enantioselectivity.In the third chapter,new synthetic methods for the amination dearomatization and hydroxylation dearomatization of β-naphthol in environmentally friendly solvent were developed,which characterized with mild conditions,convenient operation,high yields,broad substrate scope and good practical value.