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Anodic oxidation of aminotetrazoles: a mild and safe route to Isocyanides

Anodic oxidation of aminotetrazoles: a mild and safe route to Isocyanides

Leech, Matthew C., Petti, Alessia, Tanbouza, Nour, Mastrodonato, Andrea, Goodall, Iain C. A., Ollevier, Thierry, Dobbs, Adrian P. and Lam, Kevin ORCID logoORCID: https://orcid.org/0000-0003-1481-9212 (2021) Anodic oxidation of aminotetrazoles: a mild and safe route to Isocyanides. Organic Letters. ISSN 1523-7060 (Print), 1520-586X (Online) (doi:10.1021/acs.orglett.1c03475)

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Abstract

A new electrochemical method for the preparation of isocyanides from easily accessible aminotetrazole derivatives has been developed, which tolerates an unprecedented range of functional groups. The use of chemical, rather than electrochemical, oxidation to afford isocyanides was also demonstrated, which provides access to these compounds for those without electrosynthesis equipment. The practicality of scale-up using flow electrochemistry has been demonstrated, in addition to the possibility of using electrochemically generated isocyanides in further reactions.

Item Type: Article
Uncontrolled Keywords: electrosynthesis, flow, radicals, isonitriles, isocyanides, tetrazoles, aminotetrazoles
Subjects: Q Science > QD Chemistry
Faculty / School / Research Centre / Research Group: Faculty of Engineering & Science
Faculty of Engineering & Science > School of Science (SCI)
Related URLs:
Last Modified: 30 Nov 2022 01:38
URI: http://gala.gre.ac.uk/id/eprint/34513

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