eCyanation using 5‑Aminotetrazole as a safer electrophilic and nucleophilic cyanide source
Morlacci, Valerio, Milia, Marco, Saiter, Jérémy, Preet Bhela, Irene, Leech, Matthew C. and Lam, Kevin ORCID: https://orcid.org/0000-0003-1481-9212 (2024) eCyanation using 5‑Aminotetrazole as a safer electrophilic and nucleophilic cyanide source. Journal of the American Chemical Society AU. ISSN 2691-3704 (Online) (doi:10.1021/jacsau.4c00768)
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Abstract
An electrochemical method for carrying out safercyanation reactions is reported. The use of 5-aminotetrazole as acyanide source enabled the successful electrogeneration of bothelectrophilic and nucleophilic cyanide sources. To demonstrate theversatility of the method, a variety of cyanation reactions werecarried out, including the synthesis of cyanamides, N-heterocycles,and aromatic nitriles, as well as the nucleophilic addition ofcyanides to a variety of electrophiles without the need to handlehighly toxic cyanide salts. Finally, as a proof of concept forscalability, the cyanation methodology was rapidly transferred to aflow electrosynthesis setup, which demonstrated its potential forlarge-scale applications
Item Type: | Article |
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Uncontrolled Keywords: | cyanation reaction, electrochemical cyanation, anodic oxidation, electrosynthesis, flow chemistry, cyanogen bromide, cyanide source |
Subjects: | Q Science > Q Science (General) Q Science > QD Chemistry T Technology > TK Electrical engineering. Electronics Nuclear engineering |
Faculty / School / Research Centre / Research Group: | Faculty of Engineering & Science Faculty of Engineering & Science > School of Science (SCI) |
Last Modified: | 07 Nov 2024 12:15 |
URI: | http://gala.gre.ac.uk/id/eprint/48460 |
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