{"title":"亲电氟化或氯化剂催化7- en -2- n-1- 1- 1环异构化成双环[3.1.0]己烷","authors":"Yuki Yasuda , Daisuke Sato , Akira Tsubouchi , Akio Saito","doi":"10.1039/d4qo02373k","DOIUrl":null,"url":null,"abstract":"<div><div>In contrast to the π-electrophilic transition metal-catalyzed cycloisomerization of enynes, systematic studies on the reaction of enynes by activation of carbonyl groups conjugated to alkynes are lacking. Herein, we report the metal-free cycloisomerization of 7-en-2-yn-1-ones to <em>gem</em>-difluorinated and <em>gem</em>-chlorofluorinated bicyclo[3.1.0]hexanes using electrophilic halogenating agents.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 7","pages":"Pages 2159-2164"},"PeriodicalIF":0.0000,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Cycloisomerization of 7-en-2-yn-1-ones to bicyclo[3.1.0]hexanes using electrophilic fluorination or chlorination agents†\",\"authors\":\"Yuki Yasuda , Daisuke Sato , Akira Tsubouchi , Akio Saito\",\"doi\":\"10.1039/d4qo02373k\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>In contrast to the π-electrophilic transition metal-catalyzed cycloisomerization of enynes, systematic studies on the reaction of enynes by activation of carbonyl groups conjugated to alkynes are lacking. Herein, we report the metal-free cycloisomerization of 7-en-2-yn-1-ones to <em>gem</em>-difluorinated and <em>gem</em>-chlorofluorinated bicyclo[3.1.0]hexanes using electrophilic halogenating agents.</div></div>\",\"PeriodicalId\":94379,\"journal\":{\"name\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"volume\":\"12 7\",\"pages\":\"Pages 2159-2164\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2025-02-12\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S2052412925000634\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/2/19 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412925000634","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/2/19 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
Cycloisomerization of 7-en-2-yn-1-ones to bicyclo[3.1.0]hexanes using electrophilic fluorination or chlorination agents†
In contrast to the π-electrophilic transition metal-catalyzed cycloisomerization of enynes, systematic studies on the reaction of enynes by activation of carbonyl groups conjugated to alkynes are lacking. Herein, we report the metal-free cycloisomerization of 7-en-2-yn-1-ones to gem-difluorinated and gem-chlorofluorinated bicyclo[3.1.0]hexanes using electrophilic halogenating agents.
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