Photoredox/HAT-Catalyzed Intramolecular Hydrocyclization of Alkenes toward 2,3-Fused Quinazolinones and Dihydroquinazolinones
New photochemical approaches to 2,3-fused quinazolinones and dihydroquinazolinones are disclosed. The intramolecular hydrocyclization proceeds in moderate to excellent yields across diverse alkenes with high regioselectivity and diastereocontrol. Mechanistic studies indicated that the radical cascade processes involve thiophenol acting as single-electron transfer and hydrogen atom transfer reagents. The success of the gram-scale synthesis proves the strategy can be used for practical applications.
Authors
- Zhengsen Yu (ORCID: https://orcid.org/0000-0003-3102-6628)
- Dong Li (ORCID: https://orcid.org/0000-0002-5884-2943)
- Xiaoqing Wang (ORCID: https://orcid.org/0000-0001-8736-2781)
- Yanhui Gou
- Shuo Yu (ORCID: https://orcid.org/0000-0002-4082-2581)
Institutions
- Hebei Agricultural University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-10-02
- DOI
- https://doi.org/10.1021/acs.orglett.4c02974
- Citations
- 8
- Primary Topic
- Quinazolinone synthesis and applications
- Type
- article
- Field-Weighted Citation Impact
- 2.00
Funders
- National Natural Science Foundation of China