Chiral Pincer Palladium-catalyzed Asymmetric 1,4-addition Of Arylphosphine Hydrogens To ?,?-unsaturated Sulfonyl Fluorides

As a kind of compounds widely existing in nature,chiral phosphines play an important role in many fields.With the exploration and development of chiral compounds,people gradually have a deep understanding of the chiral compounds.The pharmacological activity,metabolic properties and other characteristics of the chiral compounds are utilized and researched,and many achievements have a great impact on our production and life.Before the 21st century,chiral phosphines can be obtained by chiral separation,substrate conversion and natural substrate conversion.Because of low efficiency and low yield,resulting in waste of raw materials,they haven't been widely applied to practical application and industrial production.With the continuous development and innovation in the synthesis of chiral compounds,researchers have obtained them with high yield and high optical activity.The common method of gaining chiral compounds is asymmetric synthesis through the induction and control of transition metals and ligands,which plays an important role in the field of preparation of chiral compounds.Therefore,we mainly studied the importance of chiral compounds and the synthesis of chiral phosphines.We found that the method of asymmetric catalysis had made great improvement,which has solved the problem of low yield and become the main way of synthesis of chiral phosphines.Chiral phosphines are the excellent ligands in the metal catalytic reactions,which can be modified by different metal catalysts and used in various catalytic systems.The structural modification of the chiral phosphine ligands has improved the value of it.Ethylene sulfonyl fluoride is one of the irreplaceable scaffolds in SuFEx,which has many uses and high reactivity.Its excellent Michael addition reactivity makes it widely used in many production fields such as dyes,functional materials,lubricating oil additives,and pharmaceutical chemistry.In this study,chiral phosphine was synthesized by arylsulfonylfluoride and arylphosphine,which was based on the phosphine hydrogenation of sulfonate esters,we also have practical reference for the subsequent structural modification of addition products.The content of the work is the asymmetric 1,4 addition of ?,?-unsaturated sulfonic fluoride and arylphosphine catalyzed by chiral Pincer-Pd,which was used toluene as the solvent and at-60?,only 2 mol%Pincer Pd catalysis can achieve high yield(up to 95%)and high enantioselectivity(up to 99%).In this work,further structural modifications were made to the chiral phosphonyl fluoride product,which is expected that such metal phosphine sulfonyl complexes will have more development in metal-catalyzed synthesis.