1,3-Difunctionalization of Donor–Acceptor Cyclopropanes Enabled by Copper Nitrate: A Direct Approach to γ-Halonitrates
1,3-Difunctionalization of donor-acceptor cyclopropanes with copper nitrate and <i>N</i>-halosuccinimide was developed to efficiently afford γ-halonitrates. The pivotal factor of this protocol lies in the dual role of copper nitrate as a Lewis acid and an ideal nitrooxy source. The given approach features easy handling, good functional group compatibility, and wide substrate scope. Furthermore, various transformations of the obtained γ-chloronitrates underscore the remarkable synthetic potential inherent in this method.
Authors
- Ziqiang Wei (ORCID: https://orcid.org/0000-0002-8694-1260)
- Zhen Li (ORCID: https://orcid.org/0000-0002-3994-1364)
- Weon Shik Han (ORCID: https://orcid.org/0000-0002-7282-6253)
- Ruoxin Huang
- Zhenkun Yang
- Mingchun Gao (ORCID: https://orcid.org/0000-0002-8564-4387)
- Bin Xu (ORCID: https://orcid.org/0000-0002-9251-6930)
Institutions
- Shanghai University (CN)
- Chinese Academy of Sciences (CN)
- Shanghai Institute of Organic Chemistry (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-10-31
- DOI
- https://doi.org/10.1021/acs.orglett.4c03370
- Citations
- 3
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 0.75
Funders
- National Natural Science Foundation of China
- Science and Technology Commission of Shanghai Municipality
- National Key Research and Development Program of China