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: 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:https://doi.org/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 |
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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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