Visible-light-induced acridinium-catalyzed selective <i>N</i>-dealkylation of N-heterocycles
We have developed an efficient and general strategy for <i>N</i>-chlorosuccinimide (NCS)-promoted <i>N</i>-dealkylation of aza-heterocycles <i>via</i> acridinium-photocatalyzed electron transfer and hydrogen atom transfer. This approach effectively obviates the need for transition metal catalysis and features wide substrate scope as well as exclusive chemo-selectivity. Remarkably, the method allowed the deprotection of the privileged but stable <i>N</i>-alkyl group, thus filling a gap in the practical <i>N</i>-dealkylation of N-heteroaromatics.
Authors
- Xianying Zhou
- Yaoyao Zhang (ORCID: https://orcid.org/0009-0006-7858-1732)
- Lin‐Yu Jiao (ORCID: https://orcid.org/0000-0001-9604-1373)
- Shanshan Liu (ORCID: https://orcid.org/0000-0002-8446-7235)
Institutions
- Northwest University (CN)
- Shaanxi University of Science and Technology (CN)
Publication Details
- Journal
- Chemical Communications
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5cc00609k
- Citations
- 1
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.94