Sandra Pinet, V. Liautard, Mégane Debiais, Mathieu Pucheault
{"title":"Radical Metal-Free Borylation of Aryl Iodides","authors":"Sandra Pinet, V. Liautard, Mégane Debiais, Mathieu Pucheault","doi":"10.1055/s-0036-1588431","DOIUrl":null,"url":null,"abstract":"Abstract A simple metal-free borylation of aryl iodides mediated by a fluoride sp2–sp3 diboron adduct is described. The reaction conditions are compatible with various functional groups. Electronic effects of substituents do not affect the borylation while steric hindrance does. The reaction proceeds via a radical mechanism in which pyridine serves to stabilize the boryl radicals, generated in situ.","PeriodicalId":49451,"journal":{"name":"Synthesis-Stuttgart","volume":"358 1","pages":"4759 - 4768"},"PeriodicalIF":2.2000,"publicationDate":"2017-05-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"18","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthesis-Stuttgart","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1055/s-0036-1588431","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 18
Abstract
Abstract A simple metal-free borylation of aryl iodides mediated by a fluoride sp2–sp3 diboron adduct is described. The reaction conditions are compatible with various functional groups. Electronic effects of substituents do not affect the borylation while steric hindrance does. The reaction proceeds via a radical mechanism in which pyridine serves to stabilize the boryl radicals, generated in situ.
期刊介绍:
SYNTHESIS is an international full-paper journal devoted to the advancement of the science of chemical synthesis. It covers all fields of organic chemistry involving synthesis, including catalysis, organometallic, medicinal, biological, and photochemistry, but also related disciplines. SYNTHESIS provides dependable research results with detailed and reliable experimental procedures and full characterization of all important new products as well as scientific primary data.