{"title":"两步法合成密集功能化n -桥接八氢苯并呋喃和六氢苯并呋喃","authors":"Xiaodan Han, Pei Zhao, Jianjun Yuan, Jianping Fu, Zhiyong Xu, Chuanqi Xie, Juwu Hu, Huibin Wang, Wei Xiong","doi":"10.1021/acs.orglett.5c00637","DOIUrl":null,"url":null,"abstract":"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>.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"96 1","pages":""},"PeriodicalIF":5.0000,"publicationDate":"2025-05-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"A Two-Step Process for the Synthesis of Densely Functionalized N-Bridged Octahydrobenzofurans and Hexahydrobenzofurans\",\"authors\":\"Xiaodan Han, Pei Zhao, Jianjun Yuan, Jianping Fu, Zhiyong Xu, Chuanqi Xie, Juwu Hu, Huibin Wang, Wei Xiong\",\"doi\":\"10.1021/acs.orglett.5c00637\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"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>.\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"96 1\",\"pages\":\"\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-05-02\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.orglett.5c00637\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c00637","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
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 3d more strongly inhibited Staphylococcus aureus, while compound 4d displayed excellent insecticidal activity against Spodoptera litura Fabricius.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.