Palladium-Catalyzed Tandem Cyclization of Functional Diarylalkynes and Isocyanides for the Assembly of Isochromeno[4,3-<i>c</i>]quinolines
A novel strategy for the synthesis of various isochromeno[4,3-<i>c</i>]quinolines via palladium-catalyzed tandem cyclization of functional diarylalkynes with isocyanides has been developed. This approach features excellent chemo- and regioselectivities as well as good functional group tolerance. Notably, 6-phenylimino-6<i>H</i>-isochromeno[4,3-<i>c</i>]quinolin-11-amines and 11-amino-6<i>H</i>-isochromeno[4,3-<i>c</i>]quinolin-6-ones can be selectively constructed by employing different protecting groups of functional diarylalkynes. The gram-scale and late-stage modifications further demonstrate the synthetic value of this method.
Authors
- Wanqing Wu (ORCID: https://orcid.org/0000-0001-5151-7788)
- Huanfeng Jiang (ORCID: https://orcid.org/0000-0002-4355-0294)
- Qiushan Gao
- Binbin Wang
Institutions
- State Key Laboratory of Luminescent Materials and Devices
- South China University of Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-12-10
- DOI
- https://doi.org/10.1021/acs.joc.4c02142
- Citations
- 3
- Primary Topic
- Synthesis and Biological Activity
- Type
- article
- Field-Weighted Citation Impact
- 0.86
Funders
- National Natural Science Foundation of China
- Guangzhou Municipal Science and Technology Bureau
- National Program for Support of Top-notch Young Professionals
- Basic and Applied Basic Research Foundation of Guangdong Province