One-Step Photoreduction of Nitroarenes to Nitrosoarenes

Nitrosoarenes are versatile synthons, but their selective synthesis from abundant feedstocks remains challenging because conventional methods often require harsh conditions that can result in over-reduction and over-oxidation. Here, we report a photomediated deoxygenation of nitroarenes to nitrosoarenes using electron-poor phosphines as oxygen atom acceptors. Careful selection of the oxygen atom acceptor enables selective arrest at the nitroso oxidation state, affording nitrosoarenes directly from nitroarenes in good yields under mild conditions.

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Publication Details

Journal
Organic Letters
Published
2026-06-25
DOI
https://doi.org/10.1021/acs.orglett.6c02016
Primary Topic
Nanomaterials for catalytic reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

One-Step Photoreduction of Nitroarenes to Nitrosoarenes

J P Keech, Narva Deshwar Kushwaha, James R. Bour
Organic Letters
Nanomaterials for catalytic reactions
article

One-Step Photoreduction of Nitroarenes to Nitrosoarenes

J P Keech, Narva Deshwar Kushwaha, James R. Bour
article en

Abstract

Nitrosoarenes are versatile synthons, but their selective synthesis from abundant feedstocks remains challenging because conventional methods often require harsh conditions that can result in over-reduction and over-oxidation. Here, we report a photomediated deoxygenation of nitroarenes to nitrosoarenes using electron-poor phosphines as oxygen atom acceptors. Careful selection of the oxygen atom acceptor enables selective arrest at the nitroso oxidation state, affording nitrosoarenes directly from nitroarenes in good yields under mild conditions.

Organic Letters
Wayne State University (US)
National Science Foundation, Wayne State University, NIH Office of the Director, National Institute of General Medical Sciences
No poverty
Openalex Percentile: Top 13%
Nanomaterials for catalytic reactions
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