The Synthesis Of Diarylalkanes And DNA-catalyzed Aldol Reaction

The new methods to synthesize 1,1-diarylalkane and its derivatives are described in this dissertation.1,1-diarylalkane moieties exist extensively in bioactive natural products and chemic pharmaceuticals.Six parts are included in this dissertation.In the first and second part,we briefly review the application and synthesis of 1,1-diarylalkane and its derivatives.We develop an efficient method to synthesize 1,1-diarylalkane and its derivatives with accessible starting material,benzyl alcohol in the third part.Then we also develop another synthesis route to obtain 1,1-diarylalkane and its derivatives with styrene.In the fifth part,we investigate the catalytic ability of DNA in Aldol reaction.Finally,the design and synthesis of some anti-HIV compounds are also briefly described.1.The synthesis of 1,1-diarylalkane and its derivatives with benzyl alcohol and styreneTo develop a synthetic method for 1,1-diarylalkane and its derivatives,we apply the strategy of solvent-free reaction condition with accessible starting materials such as benzyl alcohol and styrene.Firstly,InCl₃ with high catalytic activity for the formation of C-C bond was employed in this reaction to afford 1,1-diarylalkane derivatives.In spite of the high efficiency and the recycle of InCl₃,the preparartion involving InCl₃ has some shortcomings such as indispensable heating and the application of heavy metal,etc.Therefore,a novel molecular iodine-catalyzed hydroarylation is developed under metal-free.Such virtues as efficiency,simple manipulation and low cost endow this reaction as an engaging route for the synthesis of the valuable 1,1-diarylalkanes with great applicable value.Besides,preliminary mechanism study is also carried out.2.DNA-catalyzed Aldol reactionDNA exists extensively in organism,a important and basic life substance,that is in close relationship with the growth,development and reproducibility.With its characteristic fight-handed helix structure and well-defined geometry and the tolerance for a range of pH value and temperature,DNA has been employed in organic reactions by an ever-increasing number of chemists.Aldol reaction is an important carbon-carbon bond formation reaction widely used in organic synthesis.There were lots of outstanding reports about aldol reaction. Aldolase and antibody were applied into aldol reaction,and some of them could realize asymmetric aldol reaction.Here we describe the direct use of DNA as the catalyst to carry out aldol reaction in the presence of water.3.The synthesis of three kinds of anti-HIV compoundsIn addition,the preparation of some anti-HIV compounds is also described including eoumarin-type compounds,triamidocyanogen-type compounds and indole-type compounds.