Chemical Conversions Of The Biomass Chemicals Ethyl Lactate And Cyrene

Biomass chemicals come from biomass waste,their transformation to other molecules constitutes an important tool for the utilization of biomass,and is significant for the sustainable development of social economy.The main researches described in this thesis are the transformation reactions of biomass chemicals alkyl lactate and Levoglucosenone(Cyrene).Three sections of research works are finished.The first section,three-component synthesis of lactates,anilines and α-keto acids.With the co-promotion of p-toluenesulfonic acid and TBPB,2,4-disubstituted quinolines have been synthesized by using anilines,α-keto acids and alkyl lactates as starting materials,providing a metal-free method to transform alkyl lactates to quinolines.The biomass alkyl lactates act as both reactant and medium in the reactions without using any additional solvent.The second section,the enamination of Cyrene and the studies on the transformation of enaminocyrene.According to the structural feature of Cyrene,the enaminocyrene has been synthesized by making use of the reactions of the methylene adjacent to the ketone.The installation of enamine fragment featured with enriched reactivity has brought broach space of transformation.A variety of different Cyrene derivatives have been synthesized by transamination,C-N bond cyanation,annulation and trifunctionalization.The third section,synthesis of divergent pyrazoles via pyrazole annulation reactions of enaminocyrene.With enaminocyrene and phenyl hydrazine hydrochlorides as starting materials,the Cyrene fused pyrazoles have been synthesized under ambient and catalyst-free conditions.On the other hand,by employing the three-component reactions of enaminocyrene,thiosemicarbazide and α-bromoketones,a new type of biheteroaryl compounds have been constructed.The results further disclose the high potential of chemical transformation on Cyrene for the synthesis functional organic molecules.