Study On The Reaction Of Alcohols With Active Olefins Catalyzed By Organic Super Bases

Super alkali refers to alkaline substances with alkali strength?H_?>26.0.Organic super bases show high catalytic activity in reactions such as olefin isomerization,transesterification,Michael addition,alcohol dehydrogenation and condensation,with mild reaction conditions,high selectivity,simple post-treatment,and the product is easy to separate and produces less waste liquid.Therefore,organic super bases are considered as environment-friendly catalysts and have broad development prospects.In this paper,a series of phenolic compounds and pyridine were synthesized by using organic super azacarbene?NHC?and 1,8-diazabicyclo[5.4.0]undec-7-ene?DBU?catalyzed reactions.Monoketone-derived monofluoroolefin compounds.The Br?nsted basicity of nitrogen heterocyclic carbene catalyst was used to catalyze the1,6-conjugated addition reaction of alcohol with p-methylenebenzoquinone.In the reaction,20phenolic compounds were prepared in a yield of 38%-97%.Whether p-methylene benzoquinone is an electron withdrawing group or an electron-donating group,it can adapt to the reaction system,and significantly improve the activity of the reaction,thereby expanding the conjugated addition reaction catalyzed by azacyclic carbene.The C-O key provides an effective method.Kojic acid derivatives are a kind of useful organic pharmaceutical synthetic intermediates,which are widely present in natural and new products,biomedicines,formulation pesticides and organismals.Because of their medicinal value such as antibacterial and anti-inflammatory,they are widely used in medicinal chemistry and biochemistry.The fluorinated structural unit is widely used in the synthesis of model peptides and in the synthesis of amide bioisomers in medicinal chemistry,which also has potential application value.We want to use the active splicing of two substrates to carry out a study on the nucleophilic substitution reaction of difluoroethylene compounds catalyzed by organic super bases.Through the reaction research of this project,31kinds of?-fluorovinyl compounds were obtained,and the yield products were 35-84%.It was confirmed by characterization methods such as ¹H NMR,¹³C NMR,and ¹⁹F NMR.This method has the advantages of convenient operation,simple raw materials and wide application range of substrates.