Synthesis of Benzo[<i>a</i>]carbazoles via Palladium-Catalyzed Tandem Cyclization of Diarylalkynes with Isocyanides
Herein, we reveal a novel method for the synthesis of benzo[<i>a</i>]carbazoles via palladium-catalyzed annulation between diarylalkynes and isocyanides. This method features excellent regioselectivity and chemoselectivity, mild reaction conditions, experimental simplicity, and good functional group tolerance. Further mechanistic investigations suggest that intramolecular 1,5-acyl migration is mainly involved in this reaction system. The feasibility of the strategy was further demonstrated by late-stage modifications and photophysical property studies.
Authors
- Wanqing Wu (ORCID: https://orcid.org/0000-0001-5151-7788)
- Huanfeng Jiang (ORCID: https://orcid.org/0000-0002-4355-0294)
- Shengquan Liu (ORCID: https://orcid.org/0000-0001-5192-9774)
- Ting Chen (ORCID: https://orcid.org/0009-0001-0013-1372)
- Binbin Wang
Institutions
- Advanced Materials and Devices (United States) (US)
- State Key Laboratory of Luminescent Materials and Devices
- South China University of Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-06-06
- DOI
- https://doi.org/10.1021/acs.orglett.5c01463
- Citations
- 3
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 2.81
Funders
- Guangzhou Science and Technology Program key projects
- Basic and Applied Basic Research Foundation of Guangdong Province