Highly Regioselective Dehydrogenative Hydrazination of Tropones
Direct C(sp<sup>2</sup>)-H bond functionalization of the tropone skeleton constitutes an atom-economical strategy to access substituted tropones that exist in some bioactive compounds. Herein, we report a convenient method for the preparation of 2-hydrazinotropones via C(sp<sup>2</sup>)-H bond functionalization. A variety of tropones participated in the dehydrogenative hydrazination reaction with hydrazine, delivering structurally diverse 2-hydrazinotropones in moderate to good yields with extremely high regioselectivity. This method is featured by operational simplicity and metal-free reaction conditions, thereby tolerating various functional groups.
Authors
- Muliang Zhang (ORCID: https://orcid.org/0000-0002-0415-9444)
- Shi‐Kai Tian (ORCID: https://orcid.org/0000-0002-2938-7013)
- Yan Wang
Institutions
- University of Science and Technology of China (CN)
- Hefei National Center for Physical Sciences at Nanoscale (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-11-15
- DOI
- https://doi.org/10.1021/acs.joc.4c02358
- Citations
- 1
- Primary Topic
- Advanced Synthetic Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.25
Funders
- National Natural Science Foundation of China
- University of Science and Technology of China