Study On Multi-Component Synthesis Of Naphthoquinone Derivatives And Pyran Derivatives

Multi-component reactions（MCRs）are the synthetic methods that simultaneously engage three or more components,resulting in products that incorporate the elements of all starting materials in their frameworks.In the past decades,MCRs have been shown to be powerful tools for the synthesis of biologically active compounds and drug candidates from simple and readily accessible starting materials.They offer significant advantages over conventional synthetic strategies by shortening reaction time,reducing waste,saving energy and making full use of starting materials.The design of MCRs for the development of efficient chemical syntheses of complex and high added value molecules becomes an attractive area in chemistry.This dissertation consists of two parts:Part1: MgCl₂ catalyzed one-pot synthesis of naphthoquinone derivativesNaphthoquinone frameworks widely exists in numerous biologically active compounds and drugs,and the synthesis of naphthoquinone compounds has been a hot spot in the past few years owning to their biological and pharmacological activities.We have developed an efficient and practical procedure for the synthesis of naphthoquinone derivatives with high yeilds（80%-95%）via a one-pot,four-component reaction of aromatic aldehydes,β-keto esters,aryl hydrazines/hydrazine hydrate and 2-hydroxy-1,4-naphthoquinone catalyzed by MgCl₂ in EG at 100 ℃.Part2: P-TSA catalyzed one-pot synthesis of pyran derivativesPyran derivatives occur frequently in numerous important biologically active molecules,synthetic drugs,and drug candidates.Furthermore,pyrans exhibit unique pharmacological activities including antibacterial,antiviral and anti-inflammatory activities.We have developed an efficient and practical procedure for the synthesis of pyran derivatives with high yeilds（71%-93%）via a one-pot,three-component reaction of aromatic aldehydes,3,4-Methylenedioxyphenol and 2-hydroxy-1,4-naphthoquinone catalyzed by P-TSA in EtOH at 90 ℃.