The Study Of Three-Component Reaction Via Oxium Ylides Trapped In Ionic Liqiud And Synthesis Of Heterocyclic Compounds

Metal-mediated carbenoid reactions with Diazo Compounds are the most efficient synthetic methods in organic chemistry in the past decades.Recently,our group reported a novel three-component reaction in which oxonium ylides generated in-situ from diazo compounds catalyzed by Rh(â…¡) with alcohols underwent nucleophilic addition to aldehydes.Furthermore,it demonstrated that electron-rich and less hindered alcohols favored the alcoholic oxonium ylide formation and gave the three-component products in good yield.Interestingly,we found that water served as a "active alcohol" which generated oxonium ylide trapped by electron-deficient aryl aldehydes to afford a three-component product in excellent yield.It is worth noting that this approach should be practically applied to efficiently constructα,β-dihydroxyl ester derivatives in[bmim]PF₆ and water biphasic system.The starting materials are cheap and this method is regarded as an available way to effectively constructα,β-dihydroxyl ester derivatives.We reuse this biphasic medium and catalyst for several times for the purpose of green chemistry.Meanwhile,we take advantage of ICP technology to Study the relationship between recycled reaction medium and remained catalyst.methyl 3-acetyl-1H-pyrrole-2-carboxylate is some sort of compound which is used for medicine.The total synthetic method is thoroughly studied under optimal condition.(S)-azetidine-2-carboxylic acid precursor is also studied with a relatively new way which is good for chemical processing.Some sort of dithiophen compound and furan compound are synthesized by optimal method.