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

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 an...

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Main Authors: Carbone, Giorgio, Burnley, James, Moses, John E.
Format: Article
Published: Thieme Chemistry 2013
Online Access:https://eprints.nottingham.ac.uk/2051/
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author Carbone, Giorgio
Burnley, James
Moses, John E.
author_facet Carbone, Giorgio
Burnley, James
Moses, John E.
author_sort Carbone, Giorgio
building Nottingham Research Data Repository
collection Online Access
description 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.
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spelling nottingham-20512020-05-04T20:19:52Z https://eprints.nottingham.ac.uk/2051/ Catalytic reduction of ortho- and para-azidonitrobenzenes via tert-butoxide ion mediated electron transfer Carbone, Giorgio Burnley, James Moses, John E. 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. Thieme Chemistry 2013 Article PeerReviewed Carbone, Giorgio, Burnley, James and Moses, John E. (2013) Catalytic reduction of ortho- and para-azidonitrobenzenes via tert-butoxide ion mediated electron transfer. SYNLETT, 24 (5). pp. 652-656. ISSN 0936-5214 https://www.thieme-connect.de/DOI/DOI?10.1055/s-0032-1318216 doi:10.1055/s-0032-1318216 doi:10.1055/s-0032-1318216
spellingShingle Carbone, Giorgio
Burnley, James
Moses, John E.
Catalytic reduction of ortho- and para-azidonitrobenzenes via tert-butoxide ion mediated electron transfer
title Catalytic reduction of ortho- and para-azidonitrobenzenes via tert-butoxide ion mediated electron transfer
title_full Catalytic reduction of ortho- and para-azidonitrobenzenes via tert-butoxide ion mediated electron transfer
title_fullStr Catalytic reduction of ortho- and para-azidonitrobenzenes via tert-butoxide ion mediated electron transfer
title_full_unstemmed Catalytic reduction of ortho- and para-azidonitrobenzenes via tert-butoxide ion mediated electron transfer
title_short Catalytic reduction of ortho- and para-azidonitrobenzenes via tert-butoxide ion mediated electron transfer
title_sort catalytic reduction of ortho- and para-azidonitrobenzenes via tert-butoxide ion mediated electron transfer
url https://eprints.nottingham.ac.uk/2051/
https://eprints.nottingham.ac.uk/2051/
https://eprints.nottingham.ac.uk/2051/