{"title":"无光催化剂可见光诱导脱羰/休战-微笑重排级联获取2-氨基苯甲酮","authors":"Han-Chi Liu, Chun-Lin Dong, Zhi Guan*, Chu-Sheng Huang* and Yan-Hong He*, ","doi":"10.1021/acs.orglett.5c03395","DOIUrl":null,"url":null,"abstract":"<p >A visible-light-induced decarbonylation/Truce–Smiles rearrangement cascade has been developed for the direct synthesis of 2-aminobenzophenones. This protocol employs readily available isatins and sulfonyl chlorides as starting materials, enabling the construction of diverse 2-aminobenzophenone derivatives under mild conditions without the need for transition metal catalysts or photocatalysts. The reaction exhibits a broad substrate scope, excellent functional group tolerance, and high efficiency. A total of 32 derivatives were synthesized with yields that reached 99%. The practicality of this approach was further demonstrated through a gram-scale reaction, highlighting its potential for synthetic applications.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 37","pages":"10520–10525"},"PeriodicalIF":5.0000,"publicationDate":"2025-09-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Photocatalyst-Free Visible-Light-Induced Decarbonylation/Truce–Smiles Rearrangement Cascade to Access 2-Aminobenzophenones\",\"authors\":\"Han-Chi Liu, Chun-Lin Dong, Zhi Guan*, Chu-Sheng Huang* and Yan-Hong He*, \",\"doi\":\"10.1021/acs.orglett.5c03395\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >A visible-light-induced decarbonylation/Truce–Smiles rearrangement cascade has been developed for the direct synthesis of 2-aminobenzophenones. This protocol employs readily available isatins and sulfonyl chlorides as starting materials, enabling the construction of diverse 2-aminobenzophenone derivatives under mild conditions without the need for transition metal catalysts or photocatalysts. The reaction exhibits a broad substrate scope, excellent functional group tolerance, and high efficiency. A total of 32 derivatives were synthesized with yields that reached 99%. The practicality of this approach was further demonstrated through a gram-scale reaction, highlighting its potential for synthetic applications.</p>\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"27 37\",\"pages\":\"10520–10525\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-09-04\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.orglett.5c03395\",\"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://pubs.acs.org/doi/10.1021/acs.orglett.5c03395","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Photocatalyst-Free Visible-Light-Induced Decarbonylation/Truce–Smiles Rearrangement Cascade to Access 2-Aminobenzophenones
A visible-light-induced decarbonylation/Truce–Smiles rearrangement cascade has been developed for the direct synthesis of 2-aminobenzophenones. This protocol employs readily available isatins and sulfonyl chlorides as starting materials, enabling the construction of diverse 2-aminobenzophenone derivatives under mild conditions without the need for transition metal catalysts or photocatalysts. The reaction exhibits a broad substrate scope, excellent functional group tolerance, and high efficiency. A total of 32 derivatives were synthesized with yields that reached 99%. The practicality of this approach was further demonstrated through a gram-scale reaction, highlighting its potential for synthetic applications.
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.