Multicomponent Tf<sub>2</sub>O-Triggered Dearomative Triazinylmethylation of Isoquinolines Using Acetonitrile
A Tf<sub>2</sub>O-triggered dearomative triazinylmethylation of isoquinolines and other azaarenes utilizing acetonitrile as the nucleophile has been developed through a formal five-component reaction. This method showcases a broad substrate scope and exceptional functional group compatibility, presenting a mild and expedient synthetic approach. Kinetic studies, including kinetic isotope effect (KIE) and Hammett analysis, indicate that the activation of isoquinolines by Tf<sub>2</sub>O constitutes the rate-limiting step.
Authors
- Yixin Chen (ORCID: https://orcid.org/0000-0002-9591-634X)
- Ning Chen (ORCID: https://orcid.org/0000-0001-6660-4892)
- Shiqi Liu (ORCID: https://orcid.org/0000-0002-6690-9896)
- Jiaxi Xu (ORCID: https://orcid.org/0000-0002-9039-4933)
- Huazheng Wang
Institutions
- Institute of Organic Chemistry (HU)
- Beijing University of Chemical Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-02-13
- DOI
- https://doi.org/10.1021/acs.joc.4c02834
- Citations
- 2
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- National Natural Science Foundation of China
- National Key Research and Development Program of China Stem Cell and Translational Research