Jianyu Dong , Shaofeng Wu , Long Liu , Dan Zhou , Min Mo , Yadong Gao , Lebin Su , Shuang-Feng Yin , Yongbo Zhou
{"title":"Iminonaphthofuranone synthesis via multiple-component cyclization of 2-naphthols using only molecular oxygen†","authors":"Jianyu Dong , Shaofeng Wu , Long Liu , Dan Zhou , Min Mo , Yadong Gao , Lebin Su , Shuang-Feng Yin , Yongbo Zhou","doi":"10.1039/d4qo01939c","DOIUrl":null,"url":null,"abstract":"<div><div>A multiple-component oxidative cyclization of easily available 2-naphthols, anilines, and ethyl glyoxylate is successfully achieved using only molecular oxygen. The reaction enables green, efficient and highly selective synthesis of iminonaphthofuranones, a category of disperse dyes that are previously inaccessible. The products exhibit a wide spectrum of colors, adjustable from pale orange to dark purple. They are also readily transformed into naphthofuranones and highly functionalized naphthols.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 4","pages":"Pages 1108-1114"},"PeriodicalIF":0.0000,"publicationDate":"2024-12-10","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/S2052412924008672","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/12/13 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
A multiple-component oxidative cyclization of easily available 2-naphthols, anilines, and ethyl glyoxylate is successfully achieved using only molecular oxygen. The reaction enables green, efficient and highly selective synthesis of iminonaphthofuranones, a category of disperse dyes that are previously inaccessible. The products exhibit a wide spectrum of colors, adjustable from pale orange to dark purple. They are also readily transformed into naphthofuranones and highly functionalized naphthols.