Selective synthesis of alkyl amines and N-vinylazoles from vinyl sulfonium salts with N-nucleophiles

Abstract

Herein, we have developed an efficient and green method for the synthesis of various alkyl amines via the C(sp³)–S bond cleavage of vinylsulfonium salts. The reaction proceeds under air atmosphere with a broad scope of N-nucleophiles ranging from primary and secondary alkyl and aryl amines to various N-containing heterocycles. Moreover, in the presence of a base, the reaction of vinylsulfonium salts with N-containing heterocycles at room temperature can also afford N-vinylazoles with moderate to good yields. Finally, the practicality of this protocol is demonstrated by one-pot reaction, scale-up reaction and product derivatization.