{"title":"EtOC(S)SK-Promoted Retrograde Aldol Condensation for the Synthesis of Trisubstituted Benzenes.","authors":"Xuelin Zhang, Ziqing He, Miaoshan Zhao, Ruihan Mao, Xiai Luo, Yibiao Li","doi":"10.1021/acs.orglett.5c02066","DOIUrl":null,"url":null,"abstract":"<p><p>We herein report a novel multicomponent retrograde aldol condensation reaction for the synthesis of trisubstituted benzenes. Density functional theory calculations indicated a novel reaction mechanism with distinct selectivity that proceeds through three sequential stages: initial formation of the 2<i>H</i>-thiocine, subsequent conversion to the thietane, and the thietane-ring-opening process, which serves as the rate-determining step.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":" ","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-07-03","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.5c02066","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
We herein report a novel multicomponent retrograde aldol condensation reaction for the synthesis of trisubstituted benzenes. Density functional theory calculations indicated a novel reaction mechanism with distinct selectivity that proceeds through three sequential stages: initial formation of the 2H-thiocine, subsequent conversion to the thietane, and the thietane-ring-opening process, which serves as the rate-determining step.
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.