A Metal-Free Approach to Imidazo[2,1- a ]isoquinolines from 2 H -Azirines as 2-Atom Synthons and Isoquinolinium N -Ylides
Currently, the protocol to achieve imidazo[2,1-a]isoquinolines from isoquinolinium N-ylides was rare. Herein, a novel metal-free approach to imidazo[2,1-a]isoquinolines from 2H-azirines and isoquinolinium N-ylides has been successfully developed in a one-pot way, in which 2H-azirines acted as 2-atom synthons to construct azaheterocycles. The investigation indicated that the protocol to synthesize imidazo[2,1-a]isoquinolines might proceed via a radical pathway, and this reaction underwent a cascade of formal [3 + 2] annulation, ring-opening, and elimination/aromatization processes.
Authors
- Xiaoli Bao (ORCID: https://orcid.org/0009-0000-8958-1574)
- Weiyin Yi (ORCID: https://orcid.org/0000-0003-4480-7407)
- Yuxi Wang (ORCID: https://orcid.org/0000-0001-7755-099X)
- qiurou yu
- Jiaping Feng
- Wen Cheng
- Chuanhao Zhang
Institutions
- Shanghai Institute of Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-11-09
- DOI
- https://doi.org/10.1021/acs.joc.6c01885
- Primary Topic
- Synthesis and Reactivity of Heterocycles
- Type
- article
- Field-Weighted Citation Impact
- 0.00