Catalytic reduction of ortho- and para-azidonitrobenzenes via tert-butoxide ion mediated electron transfer

Carbone, Giorgio; Burnley, James; Moses, John E.

Abstract

The reduction of a range of substituted azidonitrobenzene derivatives to the corresponding aniline is described. The chemoselective reaction proceeds cleanly and in good yield, generating minimal waste products. The process involves a thiazolium salt derived species which is proposed as a radical anion relay, with tert-butoxide as the stoichiometric reductant.

Citation

Carbone, G., Burnley, J., & Moses, J. E. (2013). Catalytic reduction of ortho- and para-azidonitrobenzenes via tert-butoxide ion mediated electron transfer. SYNLETT, 24(5), https://doi.org/10.1055/s-0032-1318216

• Journal Article Type: Article
• Publication Date: Jan 1, 2013
• Deposit Date: Jul 15, 2013
• Publicly Available Date: Jul 15, 2013
• Journal: SYNLETT
• Print ISSN: 0936-5214
• Electronic ISSN: 1437-2096
• Publisher: Thieme Publishing
• Peer Reviewed: Peer Reviewed
• Volume: 24
• Issue: 5
• DOI: https://doi.org/10.1055/s-0032-1318216
• Public URL: https://nottingham-repository.worktribe.com/output/1003523
• Publisher URL: https://www.thieme-connect.de/DOI/DOI?10.1055/s-0032-1318216