V. Zhdankin, A. Yoshimura, Kim Ngo, I. Mironova, Zachary S. Gardner, Nami Ogura, Akiharu Ueki, M. Yusubov, Akio Saito
{"title":"Generation of Benzyne from Aryl Benziodoxaborole Triflate under Aqueous Conditions and its Reactions with Alkyl Aryl Sulfides","authors":"V. Zhdankin, A. Yoshimura, Kim Ngo, I. Mironova, Zachary S. Gardner, Nami Ogura, Akiharu Ueki, M. Yusubov, Akio Saito","doi":"10.24820/ark.5550190.p012.213","DOIUrl":null,"url":null,"abstract":"Mesityl benziodoxaborole triflate is a unique benzyne precursor under aqueous conditions in the presence of NaHCO 3 at room temperature. Reactions of alkyl aryl sulfides with benzyne generated under these conditions selectively afford the corresponding sulfonium salts. In contrast, the previously reported reactions of alkyl aryl sulfides with common benzyne precursors under strongly basic anhydrous conditions lead to various products of cyclization, rearrangement","PeriodicalId":0,"journal":{"name":"","volume":" 15","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-07-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.24820/ark.5550190.p012.213","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
Mesityl benziodoxaborole triflate is a unique benzyne precursor under aqueous conditions in the presence of NaHCO 3 at room temperature. Reactions of alkyl aryl sulfides with benzyne generated under these conditions selectively afford the corresponding sulfonium salts. In contrast, the previously reported reactions of alkyl aryl sulfides with common benzyne precursors under strongly basic anhydrous conditions lead to various products of cyclization, rearrangement
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