Base-Promoted Tandem Synthesis of Indolo[1,2-<i>b</i>]isoquinolines from 2-Alkynylaniline and Nitroarenes
Polycyclic fused indoles have many applications in medicinal chemistry. Using 2-alkynylanilines, KN(SiMe<sub>3</sub>)<sub>2</sub>, and nitroarenes, a tandem method for the synthesis of various indolo[1,2-<i>b</i>]isoquinolines is presented (53 examples, yields up to 88%). A key feature of this strategy is the construction of fused indole and isoquinoline heterocycles with the generation of three new bonds in one pot. In addition, nitroarenes are used as electrophiles to install <i>N</i>-aryl moieties.
Authors
- Lingfeng Chen (ORCID: https://orcid.org/0000-0003-0089-6559)
- Patrick J. Walsh (ORCID: https://orcid.org/0000-0001-8392-4150)
- Jie Li (ORCID: https://orcid.org/0000-0002-4726-9838)
- H. Y. Ge (ORCID: https://orcid.org/0009-0002-7933-3168)
- Huimin Jin
- Qingxia Zhao
- Guang Liang (ORCID: https://orcid.org/0009-0005-1603-3223)
Institutions
- California University of Pennsylvania (US)
- City University (BD)
- The Dialogue (US)
- Affiliated Hangzhou First People's Hospital, Westlake University, School of Medicine (CN)
- Pharmaceutical Biotechnology (Czechia) (CZ)
- Hangzhou Medical College (CN)
- Hangzhou City University
- Zhejiang University of Technology (CN)
- University of Pennsylvania (US)
- Kumamoto University (JP)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-08-08
- DOI
- https://doi.org/10.1021/acs.joc.5c01270
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Division of Chemistry
- Natural Science Foundation of Zhejiang Province