ECyanation Using 5-Aminotetrazole As a Safer Electrophilic and Nucleophilic Cyanide Source.

ABSTRACT: An electrochemical method for carrying out safer cyanation reactions is reported. The use of 5-aminotetrazole as a cyanide source enabled the successful electrogeneration of both electrophilic and nucleophilic cyanide sources. To demonstrate the versatility of the method, a variety of cyanation reactions were carried out, including the synthesis of cyanamides, N-heterocycles, and aromatic nitriles, as well as the nucleophilic addition of cyanides to a variety of electrophiles without the need to handle highly toxic cyanide salts. Finally, as a proof of concept for scalability, the cyanation methodology was rapidly transferred to a flow electrosynthesis setup, which demonstrated its potential for large-scale applications.

SUBMITTER: Morlacci V 

PROVIDER: S-EPMC11600158 | biostudies-literature | 2024 Nov

REPOSITORIES: biostudies-literature