Study On The Cross-coupling Reaction Of Aryl Boronic Acids Sulfides

Aryl sulfide and diaryl sulfide compounds are the key components in the synthesis of important building blocks,biologically active compounds,precursors of diversely functionalized molecules,and novel materials.Therefore,protocols leading to C-S bond generation,which are efficient,cheap and practical have attracted a great deal of attention.In this thesis,we have presented a novel,efficient and environmentally benign method for one-pot and one-step synthesis of a wide range of diaryl sulfide compounds from the reaction of thiosalicylic acid and 2,2’-dithiodibenzoic acid with aryl boronic acids.First,a new procedure for synthesis of a series of aryl sulfides formed in good-to-excellent yield from thiosalicylic acid and aryl boronic acids under mild conditions in water was investigated.The system is applicable to a broad range of aryl boronic acid derivatives with the highest yield 90%.Second,the highest yields of aryl sulfides were increased to99% when 2,2’-dithiosalicylic acid was employed as a start materials in H2O/DMF.Moreover,the detailed mechanism has been explored,and the process of a green methodology for synthesizing aryl sulfides has been studied by utilizing water as solvent and inexpensive substrates(2,2’-dithiosalicylic acid).The development of environmentally friendly synthetic procedures has become a major concern throughout the chemical industry,due to continuing depletion of natural resources and growing environmental awareness.One of the major efforts in academic research and industry is the search for replacements to the environmentally damaging organic solvents used on a large scale,specially those which are volatile and difficult to contain.In this thesis,the simple reaction was carried out in an environmentally benign solvent-water,under mild conditions.The method described here is economical and could be used for increasing the scale of production.