Assembly of Indolo[2,1- <i>a</i> ]isoquinolines via a C–H Oxidation/Carbene Insertion Cascade
A metal-free synthesis of indolo[2,1-<i>a</i>]isoquinolines is achieved via a one-pot C-H oxidation/intramolecular carbene insertion cascade. The strategy employs CBr<sub>4</sub> as a mild oxidant and diazoacetates to form key α-diazo intermediates, which undergo visible-light-induced denitrogenative cyclization to forge the target framework. This protocol features operational simplicity, excellent functional group tolerance, and scalability, enabling the discovery of derivatives with aggregation-induced emission properties.
Authors
- Qiyuan Ma
- Yuhao Zhu (ORCID: https://orcid.org/0000-0002-0468-6455)
- Xiaodong Jia (ORCID: https://orcid.org/0000-0002-0120-8255)
- Yu Yuan (ORCID: https://orcid.org/0000-0002-0362-202X)
- Shuwei Zhang (ORCID: https://orcid.org/0000-0002-1879-9063)
- Jincheng Wang (ORCID: https://orcid.org/0000-0002-1217-5962)
Institutions
- Division of Materials Science and Engineering (AU)
- Yangtze River Pharmaceutical Group (China) (CN)
- Yangzhou University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-12-12
- DOI
- https://doi.org/10.1021/acs.orglett.5c04399
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 0.00