Rhodium-Catalyzed Regioselective C–H Amidation of Benzaldehydes with Dioxazolones: Weakly Coordinating Aldehyde as a Traceless Directing Group
A rhodium-catalyzed C-H amidation of <i>ortho</i>/<i>para</i>-substituted benzaldehydes with dioxazolones has been developed to afford <i>meta</i>-substituted aromatic amides in moderate to good yields. This transformation proceeds via weakly coordinating aldehyde-directed <i>ortho</i>-C-H functionalization and concomitant decarbonylation processes. The aldehyde group notably serves as a unique traceless directing group that effectively controls the regioselectivity of the reaction. This protocol features operational simplicity and avoids the need for a transient directing group.
Authors
- Zhong‐Wen Liu (ORCID: https://orcid.org/0000-0002-4458-4998)
- Jing-Wen Jia
- Xian‐Ying Shi (ORCID: https://orcid.org/0000-0003-3883-2518)
- Juan Fan
- Xuanhua Chen (ORCID: https://orcid.org/0000-0001-5568-8330)
Institutions
- Key Laboratory of Guangdong Province (CN)
- Shaanxi Normal University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-12-12
- DOI
- https://doi.org/10.1021/acs.orglett.5c04244
- Citations
- 2
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 1.87