A Base-Promoted Annulation Cascade: One-Pot Construction of C2-Spiropseudoindoxyls from 2-Nitrobenzaldehydes and Sulfonyl Hydrazones
A metal- and oxidant-free protocol for the construction of diverse C2-spiropseudoindoxyl derivatives from 2-nitrobenzaldehydes and readily prepared sulfonyl hydrazones has been developed. Mechanistic studies suggest an intramolecular addition/S<sub>N</sub>Ar/1,5-H shift sequence. This strategy delivers valuable C2-spiro-piperidine and -azetidine indolin-3-one scaffolds for bioactive molecule modification.
Authors
- Shuo Lv (ORCID: https://orcid.org/0000-0003-0396-6030)
- Yan Zhou (ORCID: https://orcid.org/0000-0003-4793-7303)
- Luqian He
- Feifei Xin (ORCID: https://orcid.org/0000-0001-7091-923X)
- Bin Lou
- Longjiang Huang
- Cui Lv
- Renhao Chen
- Binbin Tian
- Xujie Wang
- Lidan Cheng
Institutions
- Qingdao University of Science and Technology (CN)
- State Key Laboratory of Chemical Engineering (CN)
- Materials Development (United States) (US)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-03-13
- DOI
- https://doi.org/10.1021/acs.joc.5c02977
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.00