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 -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 e...

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Published inOrganic letters
Main Authors Huang, Ruoxin, Gao, Mingchun, Yang, Zhenkun, Han, Wanghao, Wei, Ziqiang, Li, Zhen, Xu, Bin
Format Journal Article
LanguageEnglish
Published United States 31.10.2024
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Summary:1,3-Difunctionalization of donor-acceptor cyclopropanes with copper nitrate and -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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c03370