Reaction Of N-Hydroxybenzenesulfonamides With Electron-Deficient Unsaturated Compounds

Sulfones are one of the important starting compounds for organic synthesis to construct different structural units via a variety of reactions.Sulfones also exist in a wide range of biological molecules and play the key role as active core in oxycarboxin,fipronil and benzobicyclon,which have sulphonemoiety and can be used as bactericide.Sulfones have been also widely used in the medical field,such as dapsone and styrene acrylic sulfones are commonly used drug for leprosy.In addition,it has been known that sulphones have inhibition to matrix metalloproteinases,thus this kind of compounds have been applied in the treatment of the diseases with pathological process of matrix metalloproteinases.The diseases include cancer,arthritis,arteriosclerosis,periodontal disease and so on.Based on the importance of sulfones,chemists are interested in the developing the synthesis of sulfones.However,the known procedures for the synthesis of sulfones are not satisfactory in either efficiency or green chemistry.For the synthesis of alkyl arylsulphones,sulfonyl precursors such as tosylmethylisocyanides and sulfonates have to be used,and most of the known methods need metal compounds as catalysts,and the reactants are not easily available either.In addition,the known reactions produced a lot of by-products,which are harm to environment.Therefore,it is an interesting and important research topic to develop the synthetic method for sulfones.In this dissertation,the reaction of N-hydroxybenzenesulfonamides with electron-deficient alkenes and alkynes giving alkyl aryl sulfones and alkenyl aryl sulfones was studied,and the present method has the advantages with simple starting materials,under mild condition,with high utilization of atoms.