Direct Photocatalytic Reductive Amidation of Nitroarenes: A Tandem Reduction–Decarboxylation Approach to Amide Bond Construction
We report a photocatalytic strategy for direct amide synthesis from readily available nitroarenes and benzoylformic acids using flavin as an efficient photocatalyst. This one-pot transformation proceeds through a tandem reduction-decarboxylation-amidation sequence under mild blue light irradiation. Preliminary mechanistic studies indicated that nitrosoarene and <i>N</i>-hydroxyamides could be the key intermediates. The method demonstrates a broad substrate scope, excellent functional group tolerance, and remarkable operational simplicity, as it can be conducted under an ambient atmosphere. Notably, this protocol represents a significant advancement in step economy by directly employing diverse nitroarenes as nitrogen sources, avoiding the need for pre-reduced amine intermediates.
Authors
- Chenwei Liu (ORCID: https://orcid.org/0000-0002-3881-3133)
- Xiaowen Qin (ORCID: https://orcid.org/0009-0002-2652-1034)
- Shuhui Sun (ORCID: https://orcid.org/0000-0002-0508-2944)
- Zhiping Yin (ORCID: https://orcid.org/0000-0002-4296-8824)
- Heng Li (ORCID: https://orcid.org/0000-0002-3187-9041)
- Hongxia Li (ORCID: https://orcid.org/0009-0001-6289-5394)
- Weiheng Yuan
- Tiefeng Xu (ORCID: https://orcid.org/0009-0003-8198-0871)
Institutions
- Jiangsu University (CN)
- Zhejiang Sci-Tech University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-05-15
- DOI
- https://doi.org/10.1021/acs.orglett.5c01371
- Citations
- 6
- Primary Topic
- Chemical Synthesis and Analysis
- Type
- article
- Field-Weighted Citation Impact
- 4.84
Funders
- China Postdoctoral Science Foundation
- Senior Talent Foundation of Jiangsu University
- Natural Science Research of Jiangsu Higher Education Institutions of China
- Graduate Research and Innovation Projects of Jiangsu Province