A Two-Step Process for the Synthesis of Densely Functionalized N-Bridged Octahydrobenzofurans and Hexahydrobenzofurans
A new process for the synthesis of densely functionalized N-bridged octahydrobenzofurans and hexahydrobenzofurans, by means of a two-step protocol, is reported. The mechanism involves a novel catalytic rearrangement reaction, a Diels-Alder reaction, and an intramolecular aza-addition cyclization. Preliminary bioassays showed that compound <b>3d</b> more strongly inhibited <i>Staphylococcus aureus</i>, while compound <b>4d</b> displayed excellent insecticidal activity against <i>Spodoptera litura Fabricius</i>.
Authors
- Zhiyong Xu (ORCID: https://orcid.org/0000-0001-9873-8617)
- Jianping Fu (ORCID: https://orcid.org/0009-0005-2241-5463)
- Chuanqi Xie (ORCID: https://orcid.org/0000-0002-4647-1209)
- Huibin Wang (ORCID: https://orcid.org/0000-0002-0020-7197)
- Jianjun Yuan
- Wei Xiong (ORCID: https://orcid.org/0000-0002-7744-2638)
- Ju-Wu Hu (ORCID: https://orcid.org/0000-0001-8151-9645)
- Xiaodan Han (ORCID: https://orcid.org/0000-0002-2973-7343)
- Pei Zhao
Institutions
- Yinchuan First People's Hospital (CN)
- Jiangxi Academy of Sciences (CN)
- Jiangxi Normal University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-05-02
- DOI
- https://doi.org/10.1021/acs.orglett.5c00637
- Primary Topic
- Asymmetric Synthesis and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Natural Science Foundation of Jiangxi Province