Cyanation Of Sulfonylimines And ?-Amidosulfones Using Potassium Hexacyanoferrate(?) As A Green Cyanide Source

Cyanating reaction is an important reaction in the preparation of ?-aminonitriles,and it has great importance to modern organic. ?-Amino nitriles are versatileprecursors for the synthesis of ?-amino acids, various nitrogen and sulfur containingheterocycles such as imidazoles, thiadiazoles and pharmaceuticals. Therefore, theCyanating reactions have comprehensive applications in industry, agriculture,medicine, dyestuff, pigments, crystal materials, and polymer materials. The commoncyanating reagents, such as hydrocyanic acid, metal cyanides, trimethyl cyanide andorganic cyanating agents, are strong toxic, corrosive and unstable. So, the uses ofthese cyanides will create tremendous pollution of the environment. Therefore,exploring a kind of safe, cheap, environmentally friendly cyanating reagent has veryvital significance.Potassium hexacyanoferrate(II) is nontoxic and is even used in the food industryas an antiagglutinating auxiliary for table salt (NaCl). On the purpose of synthesis of?-Amino nitriles, in this parper, the cyanating reaction of sulfonylimines and?-amidosulfones with potassium hexacyanoferrate(II) as an original eco-friendlycyanide source were studied.The thesis is divided into three sections:In section1, mainly introduced the applications of different cyanating reagents,such as hydrocyanic acid, metal cyanides, potential cyanides, trimethylsilyl cyanideand organic cyanating agents, and the progress of synthetic methods of?-aminonitriles. As the same time, the applications of potassium hexacyanoferrate(II)as a new type and environmentally friendly cyanating reagent were also reviewed.In section2, an efficient and environmentally friendly method forhydrocyanation of sulfonylimines using potassium hexacyanoferrate(II) as a cyanidesource, benzoyl chloride as a promoter, and potassium carbonate as an catalyst isdescribed. This protocol has the features of use of nontoxic cyanide source, high yield,and simple work-up procedure.In section3, a high yielding Strecker reaction with in situ generated ofcarbamate-protected imines from stable ?-amido sulfones using potassiumhexacyanoferrate(II) as an eco-friendly cyanide source and KOH as a base was developed. This protocol has the features of use of nontoxic cyanide source, mildconditions, high yield, and simple work-up procedure.