Synthesis of 1,2-Diamines from Vinyl Sulfonium Salts and Arylamines

A procedure for the synthesis of 1,2-diamines from vinyl sulfonium salts and arylamines under mild conditions was developed. This present synthetic protocol not only obviates the need for a transition-metal catalyst and an oxidizing reagent but also features a broad substrates scope. The practicability of this protocol is demonstrated by the one-pot synthesis, a scale-up reaction, and transformations of the products to diverse N-heterocyclic compounds. Mechanistic studies indicate that the formation of aziridine plays a key role during this diamination process.

Automated summary

A procedure for the mild synthesis of 1,2-diamines without the need for a catalyst and oxidizing reagent has been developed. This method demonstrated practicality through one-pot synthesis, scale-up reaction, and transformation of products. Mechanistic studies revealed the crucial role of aziridine formation in this diamination process.