Photoredox/Iron Dual-Catalysis-Enabled [4 + 2] Cyclization of Acyl Nitrene with Alkynes
In this work, the annulation of acyl nitrene with alkynes is reported under photoredox/iron dual-catalysis for the synthesis of a series of isoquninalin-2-ones. The reaction is featured with a high reaction regioselectivity and good reaction generality. In particular, the resulting isoquinalin-2-ones could be structurally elaborated into several biologically interesting scaffolds. Mechanism investigation suggests that the reaction was ascribed to a formal [4 + 2] cyclization. It is believed that this reaction represents an initial example of preparing isoquinolin-1-ones from ferric peroxyl-catalyzed nitrene insertion.
Authors
- Guanyinsheng Qiu (ORCID: https://orcid.org/0000-0002-6587-8522)
- Ming Hou
- Linli He (ORCID: https://orcid.org/0000-0001-9297-4379)
- Shimin Xie (ORCID: https://orcid.org/0009-0007-3970-7512)
- Meng Guan
- Tianwen Bai (ORCID: https://orcid.org/0000-0003-1033-9756)
- Wenlin Xie
- Shuwang Tang
Institutions
- Hunan University of Science and Technology (CN)
- Wenzhou University (CN)
- Jiaxing University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-12-13
- DOI
- https://doi.org/10.1021/acs.orglett.4c04069
- Citations
- 7
- Primary Topic
- Synthesis and Catalytic Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.75
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Hunan Province
- Scientific Research Foundation of Hunan Provincial Education Department
- Natural Science Foundation of Zhejiang Province